Patent Publication Number: US-2023144619-A1

Title: Salt of arylaminopurine derivative, preparation method therefor and use thereof

Description:
TECHNICAL FIELD 
     The present invention belongs to the field of pharmaceutical chemistry, and in particular, relates to a salt of an arylaminopurine derivative and a preparation method therefor and use thereof. 
     BACKGROUND TECHNOLOGY 
     Compound 1, having a chemical name of 9-isopropyl-2-(4-(4-methylpiperazin-1-yl)anilino)-8-(pyridine-3-amino)-9H-purine, an arylaminopurine derivative, is a novel multi-targeted protein kinase inhibitor, and its main targets include FLT3, EGFR, Abl, Fyn, Hck, Lck, Lyn, Ret, Yes, and the like. Preclinical pharmacological experiments show that it has a good inhibitory effect and good tolerance on leukemia, non-small cell lung cancer, and other tumors, especially FLT3 mutation-positive, such as FLT3-ITD (internal tandem duplication) acute myeloid leukemia (AML) and non-small cell lung cancer (NSCLC) with EGFR activating mutations. Its mechanism of action is to exert its anti-tumor effect by inhibiting multiple targets or signaling pathways. In particular, for the AML, its anti-leukemia effect is mainly exerted by inhibiting the FLT3 signaling pathway, and for the NSCLC, its anti-tumor effect is mainly exerted by inhibiting the EGFR signaling pathway. It has remarkable efficacy on human leukemia (MV4-11, K562) and lung cancer (HCC827, PC-9) transplantation tumors in nude mice. In terms of anti-leukemia, its activity is better than that of Sunitinib; and in terms of anti-lung cancer, its activity is comparable to that of Gefitinib. 
     
       
         
         
             
             
         
       
     
     WO 2011/147066 relates to arylaminopurine derivatives, and discloses the preparation methods and medicinal uses of the free forms of the derivatives, but does not describe and prepare the salts of the compounds of the general formula and the salts of the specific compounds. 
     The present inventors found that the compound represented by Formula 1 is insoluble in water, which seriously affects its druggability. Therefore, it is necessary to improve the structure of the compound represented by Formula 1 to meet pharmaceutical needs. 
     SUMMARY OF THE INVENTION 
     To solve the above problems, the present inventors have made extensive studies on salts of the arylaminopurine derivative represented by Formula 1 to find the pharmaceutical form(s) satisfying pharmaceutical requirements with good solubility, low hygroscopicity, and good stability. 
     Therefore, one aspect of the present invention provides a salt of the arylaminopurine derivative, wherein said salt is represented by Formula 2: 
     
       
         
         
             
             
         
       
     
     wherein, 
     HA is an acid; 
     H 2 O is the water of crystallization; 
     m is an integer or half-integer from 1 to 4, namely, m=1, 1.5, 2, 2.5, 3, 3.5 or 4; 
     n is an integer or half-integer from 0 to 5, namely, n=0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5. 
     Preferably, the acid is selected from a group consisting of hydrochloric acid, methanesulfonic acid, L-malic acid, L-tartaric acid, oxalic acid, succinic acid, acetic acid, or sulfuric acid; preferably hydrochloric acid, L-malic acid, L-tartaric acid, oxalic acid, succinic acid, acetic acid, or sulfuric acid; more preferably hydrochloric acid, L-malic acid, L-tartaric acid, oxalic acid, succinic acid or acetic acid; further preferably hydrochloric acid. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is characterized in that the salt is a hydrochloride represented by Formula 3: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is a hydrochloride represented by Formula 3′: 
     
       
         
         
             
             
         
       
     
     preferably, the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.5±0.2°, 11.8±0.2°, 19.6±0.2°, 25.2±0.2°, 27.2±0.2° as measured with CuKα radiation; more preferably, the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.5±0.2°, 11.8±0.2°, 12.6±0.2°, 19.6±0.2°, 20.0±0.2°, 23.7±0.2°, 25.2±0.2°, 27.2±0.2° as measured with CuKα radiation; further preferably, the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.3±0.2°, 8.5±0.2°, 9.0±0.2°, 11.8±0.2°, 12.6±0.2°, 14.3±0.2°, 18.1±0.2°, 19.6±0.2°, 20.0±0.2°, 21.1±0.2°, 21.9±0.2°, 23.7±0.2°, 25.2±0.2°, 26.1±0.2°, 27.2±0.2° or at 2θ values of 7.3±0.2°, 8.5±0.2°, 9.1±0.2°, 11.8±0.2°, 12.6±0.2°, 14.3±0.2°, 18.1±0.2°, 19.6±0.2°, 20.0±0.2°, 21.1±0.2°, 21.9±0.2°, 23.7±0.2°, 25.2±0.2°, 26.1±0.2°, 27.2±0.2° as measured with CuKα radiation; more further preferably, the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  1    or  FIG.  3   , as measured with CuKα radiation. 
     Preferably, the single crystal of the hydrochloride represented by Formula 3 or Formula 3′, as measured with CuKα radiation, belongs to the triclinic system, space group P 1 , and has the unit cell parameters: {a=7.04142(7) {acute over (Å)}, b=12.15291(7) {acute over (Å)}, c=18.13188(10) {acute over (Å)}, α=93.2215(5)°, β=95.3039(6)°, γ=91.9554(6)°, V=1541.32(2) {acute over (Å)} 3 }. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is a mesylate represented by Formula 4, Formula 5, or Formula 6: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is a mesylate represented by Formula 4′, Formula 5′, or Formula 6′: 
     
       
         
         
             
             
         
       
     
     preferably, the mesylate represented by Formula 4 or Formula 4′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.8±0.2°, 15.1±0.2°, 16.3±0.2°, 21.0±0.2°, 25.0±0.2° as measured with CuKα radiation; more preferably, the mesylate represented by Formula 4 or Formula 4′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.8±0.2°, 8.6±0.2°, 10.7±0.2°, 12.6±0.2°, 13.1±0.2°, 13.4±0.2°, 15.1±0.2°, 16.3±0.2°, 17.7±0.2°, 19.0±0.2°, 19.9±0.2°, 21.0±0.2°, 25.0±0.2° as measured with CuKα radiation; further preferably, the mesylate represented by Formula 4 or Formula 4′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  4   , as measured with CuKα radiation. 
     Or, the mesylate represented by Formula 5 or Formula 5′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.1±0.2°, 6.4±0.2°, 17.4±0.2°, 18.9±0.2°, 19.3±0.2°, 24.4±0.2°, 26.4±0.2° or at 2θ values of 6.1±0.2°, 6.4±0.2°, 17.5±0.2°, 18.9±0.2°, 19.3±0.2°, 24.4±0.2°, 26.4±0.2° as measured with CuKα radiation; preferably, the mesylate represented by Formula 5 or Formula 5′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.1±0.2°, 6.4±0.2°, 11.7±0.2°, 12.4±0.2°, 16.0±0.2°, 16.6±0.2°, 16.9±0.2°, 17.4±0.2°, 18.0±0.2°, 18.9±0.2°, 19.3±0.2°, 19.9±0.2°, 20.2±0.2°, 23.4±0.2°, 24.4±0.2°, 26.4±0.2°, 27.3±0.2° or at 2θ values of 6.1±0.2°, 6.4±0.2°, 11.7±0.2°, 12.4±0.2°, 16.0±0.2°, 16.6±0.2°, 16.9±0.2°, 17.5±0.2°, 18.0±0.2°, 18.9±0.2°, 19.3±0.2°, 19.9±0.2°, 20.2±0.2°, 23.4±0.2°, 24.4±0.2°, 26.4±0.2°, 27.3±0.2° as measured with CuKα radiation; further preferably, the mesylate represented by Formula 5 or Formula 5′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  5   , as measured with CuKα radiation. 
     Or, the mesylate represented by Formula 6 or Formula 6′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.9±0.2°, 11.5±0.2°, 14.5±0.2°, 18.5±0.2°, 18.9±0.2° as measured with CuKα radiation; preferably, the mesylate represented by Formula 6 or Formula 6′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.9±0.2°, 6.0±0.2°, 9.7±0.2°, 10.5±0.2°, 11.5±0.2°, 12.3±0.2°, 14.5±0.2°, 15.1±0.2°, 16.8±0.2°, 18.5±0.2°, 18.9±0.2°, 21.6±0.2°, 22.0±0.2°, 22.3±0.2°, 22.8±0.2°, 23.4±0.2°, 24.3±0.2°, 25.4±0.2°, 26.7±0.2°, 27.3±0.2° as measured with CuKα radiation; further preferably, the mesylate represented by Formula 6 or Formula 6′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  6   , as measured with CuKα radiation. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is an L-malate represented by Formula 7: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is an L-malate represented by Formula 7′: 
     
       
         
         
             
             
         
       
     
     preferably, the L-malate represented by Formula 7 or Formula 7′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.3±0.2°, 17.6±0.2°, 19.7±0.2°, 25.9±0.2° as measured with CuKα radiation; more preferably, the L-malate represented by Formula 7 or Formula 7′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.3±0.2°, 12.0±0.2°, 12.9±0.2°, 14.0±0.2°, 16.6±0.2°, 17.6±0.2°, 18.5±0.2°, 19.7±0.2°, 24.2±0.2°, 25.2±0.2°, 25.9±0.2°, 27.5±0.2° or at 2θ values of 7.0±0.2°, 9.3±0.2°, 12.0±0.2°, 12.9±0.2°, 14.0±0.2°, 16.6±0.2°, 17.6±0.2°, 18.5±0.2°, 19.7±0.2°, 23.0±0.2°, 24.2±0.2°, 25.2±0.2°, 25.9±0.2°, 27.5±0.2° as measured with CuKα radiation; further preferably, the L-malate represented by Formula 7 or Formula 7′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  7   , as measured with CuKα radiation. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is an L-tartrate represented by Formula 8, Formula 9, or Formula 10: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is an L-tartrate represented by Formula 8′, Formula 9′, or Formula 10′: 
     
       
         
         
             
             
         
       
     
     preferably, the L-tartrate represented by Formula 8 or Formula 8′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.9±0.2°, 9.1±0.2°, 17.8±0.2°, 19.4±0.2°, 25.5±0.2° as measured with CuKα radiation; more preferably, the L-tartrate represented by Formula 8 or Formula 8′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.9±0.2°, 9.1±0.2°, 12.9±0.2°, 13.8±0.2°, 16.5±0.2°, 17.8±0.2°, 19.4±0.2°, 20.1±0.2°, 25.5±0.2°, 26.9±0.2° as measured with CuKα radiation; further preferably, the L-tartrate represented by Formula 8 or Formula 8′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  8   , as measured with CuKα radiation. 
     Or, the L-tartrate represented by Formula 9 or Formula 9′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.5±0.2°, 14.8±0.2°, 17.1±0.2°, 18.8±0.2°, 24.6±0.2°, 26.1±0.2° as measured with CuKα radiation; the L-tartrate represented by Formula 9 or Formula 9′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.5±0.2°, 9.8±0.2°, 10.1±0.2°, 11.3±0.2°, 13.7±0.2°, 14.8±0.2°, 15.4±0.2°, 16.3±0.2°, 17.1±0.2°, 17.6±0.2°, 18.8±0.2°, 20.5±0.2°, 22.3±0.2°, 24.6±0.2°, 26.1±0.2° as measured with CuKα radiation; further preferably, the L-tartrate represented by Formula 9 or Formula 9′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  9   , as measured with CuKα radiation. 
     Or, the L-tartrate represented by Formula 10 or Formula 10′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.3±0.2°, 8.9±0.2°, 9.5±0.2°, 14.8±0.2°, 17.7±0.2°, 21.0±0.2°, 24.0±0.2° as measured with CuKα radiation; preferably, the L-tartrate represented by Formula 10 or Formula 10′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 8.3±0.2°, 8.9±0.2°, 9.5±0.2°, 12.5±0.2°, 13.1±0.2°, 14.8±0.2°, 16.0±0.2°, 17.7±0.2°, 18.1±0.2°, 19.2±0.2°, 21.0±0.2°, 23.6±0.2°, 24.0±0.2°, 25.3±0.2°, 26.7±0.2° as measured with CuKα radiation; further preferably, the L-tartrate represented by Formula 10 or Formula 10′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  10   , as measured with CuKα radiation. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is an oxalate represented by Formula 11, or Formula 12: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is an oxalate represented by Formula 11′, or Formula 12: 
     
       
         
         
             
             
         
       
     
     preferably, the oxalate represented by Formula 11 or Formula 11′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.1±0.2°, 8.4±0.2°, 9.0±0.2°, 14.1±0.2°, 16.7±0.2°, 25.6±0.2° as measured with CuKα radiation; preferably, the oxalate represented by Formula 11 or Formula 11′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.1±0.2°, 8.4±0.2°, 9.0±0.2°, 14.1±0.2°, 14.8±0.2°, 16.7±0.2°, 17.9±0.2°, 18.5±0.2°, 19.6±0.2°, 23.6±0.2°, 25.6±0.2° as measured with CuKα radiation; further preferably, the oxalate represented by Formula 11 or Formula 11′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  11   , as measured with CuKα radiation. 
     Or, the oxalate represented by Formula 12 or Formula 12′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.1±0.2°, 12.2±0.2°, 14.2±0.2°, 16.4±0.2°, 17.7±0.2°, 19.0±0.2°, 24.4±0.2° as measured with CuKα radiation; preferably, the oxalate represented by Formula 12 or Formula 12′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.1±0.2°, 8.3±0.2°, 12.2±0.2°, 14.2±0.2°, 16.4±0.2°, 17.7±0.2°, 18.6±0.2°, 19.0±0.2°, 24.4±0.2° as measured with CuKα radiation; further preferably, the oxalate represented by Formula 12 or Formula 12′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  12   , as measured with CuKα radiation. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is a succinate represented by Formula 13, or Formula 14: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is a succinate represented by Formula 13′, or Formula 14′: 
     
       
         
         
             
             
         
       
     
     preferably, the succinate represented by Formula 13 or Formula 13′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.1±0.2°, 11.3±0.2°, 16.8±0.2°, 20.4±0.2°, 21.0±0.2°, 22.4±0.2° or at 2θ values of 7.0±0.2°, 9.1±0.2°, 18.5±0.2°, 20.4±0.2°, 21.0±0.2°, 22.4±0.2°, 27.1±0.2° as measured with CuKα radiation; preferably, the succinate represented by Formula 13 or Formula 13′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.1±0.2°, 11.3±0.2°, 13.1±0.2°, 13.8±0.2°, 14.4±0.2°, 16.0±0.2°, 16.8±0.2°, 17.7±0.2°, 18.5±0.2°, 20.4±0.2°, 21.0±0.2°, 22.4±0.2°, 24.2±0.2°, 25.9±0.2°, 27.1±0.2° as measured with CuKα radiation; further preferably, the succinate represented by Formula 13 or Formula 13′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  13   , as measured with CuKα radiation. 
     Or, the succinate represented by Formula 14 or Formula 14′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.2±0.2°, 17.6±0.2°, 18.4±0.2°, 19.7±0.2°, 25.8±0.2°, 27.3±0.2° as measured with CuKα radiation; preferably, the succinate represented by Formula 14 or Formula 14′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.2±0.2°, 11.9±0.2°, 16.7±0.2°, 17.6±0.2°, 18.4±0.2°, 19.7±0.2°, 23.0±0.2°, 24.1±0.2°, 25.2±0.2°, 25.8±0.2°, 27.3±0.2° or at 2θ values of 7.0±0.2°, 9.2±0.2°, 11.9±0.2°, 16.7±0.2°, 17.6±0.2°, 18.4±0.2°, 19.7±0.2°, 20.3±0.2°, 23.0±0.2°, 24.1±0.2°, 25.2±0.2°, 25.8±0.2°, 27.3±0.2° as measured with CuKα radiation; further preferably, the succinate represented by Formula 14 or Formula 14′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  14   , as measured with CuKα radiation. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is an acetate represented by Formula 15, or Formula 16: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is an acetate represented by Formula 15′, or Formula 16′: 
     
       
         
         
             
             
         
       
     
     preferably, the acetate represented by Formula 15 or Formula 15′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 10.9±0.2°, 12.6±0.2°, 15.1±0.2°, 17.8±0.2°, 19.2±0.2°, 19.6±0.2°, 21.0±0.2°, 21.8±0.2°, 22.3±0.2°, 24.6±0.2°, 25.4±0.2° as measured with CuKα radiation; preferably, the acetate represented by Formula 15 or Formula 15′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.3±0.2°, 8.9±0.2°, 10.9±0.2°, 11.5±0.2°, 12.2±0.2°, 12.6±0.2°, 15.1±0.2°, 17.8±0.2°, 19.2±0.2°, 19.6±0.2°, 21.0±0.2°, 21.8±0.2°, 22.3±0.2°, 24.6±0.2°, 25.4±0.2° as measured with CuKα radiation; further preferably, the acetate represented by Formula 15 or Formula 15′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  15   , as measured with CuKα radiation. 
     Or, the acetate represented by Formula 16 or Formula 16′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.2±0.2°, 12.2±0.2°, 16.1±0.2°, 17.5±0.2°, 23.4±0.2°, 24.8±0.2° or at 2θ values of 6.2±0.2°, 12.2±0.2°, 17.5±0.2°, 21.5±0.2°, 23.4±0.2°, 24.8±0.2° as measured with CuKα radiation; preferably, the acetate represented by Formula 16 or Formula 16′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.2±0.2°, 8.1±0.2°, 9.1±0.2°, 12.2±0.2°, 15.0±0.2°, 16.1±0.2°, 17.5±0.2°, 18.2±0.2°, 20.7±0.2°, 21.5±0.2°, 23.4±0.2°, 24.8±0.2°, 28.8±0.2° as measured with CuKα radiation; further preferably, the acetate represented by Formula 16 or Formula 16′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  16   , as measured with CuKα radiation. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is a sulfate represented by Formula 17, or Formula 18: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is a sulfate represented by Formula 17′, or Formula 18′: 
     
       
         
         
             
             
         
       
     
     preferably, the sulfate represented by Formula 17 or Formula 17′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.8±0.2°, 7.0±0.2°, 9.5±0.2°, 13.6±0.2°, 15.7±0.2°, 18.6±0.2°, 21.6±0.2°, 25.7±0.2° or at 2θ values of 4.8±0.2°, 7.0±0.2°, 9.2±0.2°, 9.5±0.2°, 13.6±0.2°, 15.7±0.2°, 18.6±0.2°, 21.6±0.2°, 25.7±0.2° as measured with CuKα radiation; preferably, the sulfate represented by Formula 17 or Formula 17′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.8±0.2°, 7.0±0.2°, 8.6±0.2°, 9.2±0.2°, 9.5±0.2°, 11.6±0.2°, 12.8±0.2°, 13.6±0.2°, 15.7±0.2°, 17.6±0.2°, 18.6±0.2°, 20.5±0.2°, 21.6±0.2°, 23.8±0.2°, 25.7±0.2° as measured with CuKα radiation; further preferably, the sulfate represented by Formula 17 or Formula 17′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  17   , as measured with CuKα radiation. 
     Or, the sulfate represented by Formula 18 or Formula 18′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.6±0.2°, 9.6±0.2°, 15.7±0.2°, 19.3±0.2°, 20.0±0.2°, 21.9±0.2°, 26.6±0.2° or at 2θ values of 8.6±0.2°, 9.6±0.2°, 15.7±0.2°, 17.1±0.2°, 19.3±0.2°, 20.0±0.2°, 26.6±0.2° as measured with CuKα radiation; the sulfate represented by Formula 18 or Formula 18′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.6±0.2°, 9.6±0.2°, 15.7±0.2°, 16.5±0.2°, 17.1±0.2°, 19.3±0.2°, 20.0±0.2°, 21.9±0.2°, 23.5±0.2°, 24.4±0.2°, 26.6±0.2° as measured with CuKα radiation; further preferably, the sulfate represented by Formula 18 or Formula 18′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  18   , as measured with CuKα radiation. 
     In another aspect, the present invention provides a pharmaceutical composition comprising the aforementioned salt represented by Formula 2 of the arylaminopurine derivative. 
     In another aspect, the present invention provides a pharmaceutical composition, comprising the aforementioned salt represented by Formula 2 of the arylaminopurine derivative, and a pharmaceutically acceptable adjuvant. 
     In another aspect, the present invention provides a pharmaceutical composition, comprising a pharmaceutically effective amount of the aforementioned salt represented by Formula 2 of the arylaminopurine derivative, and a pharmaceutically acceptable adjuvant. The pharmaceutically effective amount can be 0.1-99.9 wt %, for example, 1-90 wt %, 5-80 wt %, 5-65 wt %, 5-55 wt %, 5-45 wt %, or 5-40 wt %, based on the total weight of the pharmaceutical composition. 
     In the context of the present application, the term “pharmaceutically acceptable adjuvant” includes solvents, propellants, solubilizers, cosolvents, emulsifiers, colorants, binders, disintegrants, fillers, lubricants, wetting agents, osmotic pressure regulators, stabilizers, glidants, correctants, preservatives, suspending agents, coating materials, flavoring agents, anti-adherents, antioxidants, chelating agents, penetration enhancers, pH regulators, buffering agents, plasticizers, surfactants, foaming agents, defoaming agents, thickeners, inclusion agents, humectants, absorbents, diluents, flocculating agents and deflocculating agents, filter aids, release retardants, and the like. Those skilled in the art can select specific pharmaceutically acceptable adjuvants according to actual requirements. Knowledge of adjuvants is well known to those skilled in the art, for example, with reference to “Pharmaceutics” (Editor-in-Chief by Cui Fude, 5th edition, People&#39;s Medical Publishing House, 2003). 
     In another aspect, the present invention provides use of the aforementioned salt represented by Formula 2 of the arylaminopurine derivative or the pharmaceutical composition containing the same in inhibiting the activity of one or more of FLT3, EGFR, Abl, Fyn, Hck, Lck, Lyn, Ret, Yes, VEGFR2, ALK, BTK, c-KIT, c-SRC, FGFR1, KDR, MET and PDGFRα kinases. 
     In another aspect, the present invention provides use of the aforementioned salt represented by Formula 2 of the arylaminopurine derivative or the pharmaceutical composition containing the same in manufacture of a medicament as the protein kinase inhibitor, wherein the kinase is selected from FLT3, EGFR, Abl, Fyn, Hck, Lck, Lyn, Ret, Yes, VEGFR2, ALK, BTK, c-KIT, c-SRC, FGFR1, KDR, MET or PDGFRα, for example, the kinase is selected from FLT3, EGFR, Abl, Fyn, Hck, Lck, Lyn, Ret or Yes; 
     Preferably, the medicament as the protein kinase inhibitor is an antitumor drug, and the tumor is preferably leukemia or lung cancer, more preferably acute myeloid leukemia such as FLT3 mutation-positive acute myeloid leukemia (further such as FLT3-ITD acute myeloid leukemia), chronic myeloid leukemia (such as Ph-positive chronic myeloid leukemia), or non-small cell lung cancer (such as non-small cell lung cancer with EGFR activating mutations). 
     In another aspect, the present invention provides use of the aforementioned salt represented by Formula 2 of the arylaminopurine derivative or the pharmaceutical composition containing the same in manufacture of a medicament for treating or preventing a disorder; preferably, the disorder is a disorder caused by one or more of FLT3, EGFR, Abl, Fyn, Hck, Lck, Lyn, Ret, Yes, VEGFR2, ALK, BTK, c-KIT, c-SRC, FGFR1, KDR, MET and PDGFRα kinases; more preferably, the disorder is selected from non-small cell lung cancer, acute myeloid leukemia, chronic myelocytic leukemia, chronic myeloid leukemia, squamous cell carcinoma, mammary cancer, colorectal cancer, liver cancer, stomach cancer, and malignant melanoma; further preferably, the disorder is selected from human non-small cell lung cancer, human acute myeloid leukemia, human chronic myelocytic leukemia, human chronic myeloid leukemia, human squamous cell carcinoma, human mammary cancer, human colorectal cancer, human liver cancer, human stomach cancer, and human malignant melanoma. 
     In another aspect, the present invention provides use of the aforementioned salt represented by Formula 2 of the arylaminopurine derivative or the pharmaceutical composition containing the same in manufacture of a medicament for treating or preventing acute myeloid leukemia; preferably, the acute myeloid leukemia is selected from relapsed and/or refractory acute myeloid leukemia, or, the acute myeloid leukemia is selected from acute myeloid leukemia with FLT3-ITD mutations and/or TKD mutations, relapsed and/or refractory acute myeloid leukemia that had been unsuccessfully treated with Type II FLT3 inhibitor(s) (e.g. sorafenib), or, DEK-CAN positive acute myeloid leukemia with FLT3-ITD mutations; more preferably, the acute myeloid leukemia is acute myeloid leukemia with FLT3-ITD high  mutations; and/or the unfavorable prognostic factors of the acute myeloid leukemia are 0-2; and/or the FAB classification of the acute myeloid leukemia is subtype M2, M4, or M5, preferably subtype M5. Further, the aforementioned use in manufacture of a medicament for treating or preventing acute myeloid leukemia is described in detail in patent application PCT/CN2020/127449, the disclosure of which is incorporated herein by reference as if set forth in this application. 
     In another aspect, the present invention provides a pharmaceutical composition for treating or preventing a disorder, wherein said composition contains a pharmaceutically effective amount of the aforementioned salt represented by Formula 2 of the arylaminopurine derivative and a pharmaceutically acceptable adjuvant; preferably, the disorder is a disorder caused by one or more of FLT3, EGFR, Abl, Fyn, Hck, Lck, Lyn, Ret, Yes, VEGFR2, ALK, BTK, c-KIT, c-SRC, FGFR1, KDR, MET and PDGFRα kinases; more preferably, the disorder is selected from non-small cell lung cancer, acute myeloid leukemia, chronic myelocytic leukemia, chronic myeloid leukemia, squamous cell carcinoma, mammary cancer, colorectal cancer, liver cancer, stomach cancer, and malignant melanoma; further preferably, the disorder is selected from human non-small cell lung cancer, human acute myeloid leukemia, human chronic myelocytic leukemia, human chronic myeloid leukemia, human squamous cell carcinoma, human mammary cancer, human colorectal cancer, human liver cancer, human stomach cancer, and human malignant melanoma. The pharmaceutically effective amount can be 0.1-99.9 wt %, for example, 1-90 wt %, 5-80 wt %, 5-65 wt %, 5-55 wt %, 5-45 wt %, or 5-40 wt %, based on the total weight of the pharmaceutical composition. 
     In another aspect, the present invention provides a method for preparing a salt represented by Formula 2 of the arylaminopurine derivative, which comprises a reaction of an arylaminopurine derivative represented by Formula 1 and an acid is performed in the presence of water and an organic solvent to obtain the salt represented by Formula 2 of the arylaminopurine derivative: 
     
       
         
         
             
             
         
       
     
     wherein, 
     HA is an acid; 
     H 2 O is the water of crystallization; 
     m is an integer or half-integer from 1 to 4; 
     n is an integer or half-integer from 0 to 5. 
     According to the preparation method of the present invention, the molar ratio of the arylaminopurine derivative represented by Formula 1 to the acid is 1:1 to 1:4, preferably 1:1.2 to 1:3.5. 
     According to the preparation method of the present invention, the molar ratio of the arylaminopurine derivative represented by Formula 1 to water is not greater than 1:1 (i.e., 1:1 to 1:∞), preferably 1:4 to 1:200. 
     According to the preparation method of the present invention, the reaction temperature is 0-70° C., preferably 35-45° C. 
     According to the preparation method of the present invention, the reaction time is 0.5-10 hours, preferably 0.5-5 hours. 
     According to the preparation method of the present invention, the reaction is performed in the presence of the combination of water and one or more organic solvents selected from alcohols, ethers, esters, ketones, nitriles, and alkanes, preferably in the presence of C 1 -C 3  lower alcohol and water, in the presence of a ketone and water, in the presence of nitrile and water, or the presence of ether and water, and more preferably in the presence of methanol-water, ethanol-water, isopropanol-water, tetrahydrofuran-water, dioxane-water, acetone-water or acetonitrile-water; and the ratio of the use amounts by volume of the organic solvent to water is 1:10 to 10:1, for example, 1:1 to 10:1 or 1:10 to 1:1, the organic solvent refers to the aforementioned other solvents except for water. 
     According to the preparation method of the present invention, after the reaction is finished, the temperature is reduced to 0-30° C., standing and crystallization are carried out for 0.5-24 hours, solids are separated, and dried to obtain the salt represented by Formula 2 of the arylaminopurine derivative. Preferably, the crystallization temperature is 5-15° C., and the crystallization time is 1-10 hours. 
     According to the preparation method of the present invention, the separation step includes separating the obtained salt represented by Formula 2 of the arylaminopurine derivative from the crystallization solution by using suitable processes such as filtration, e.g. suction filtration, and centrifugation. 
     According to the preparation method of the present invention, the drying process can adopt any suitable known process, preferably drying under reduced pressure (in a vacuum). The specific drying condition includes, for example, the temperature is preferably 35-70° C., more preferably 40-65° C.; the pressure is preferably a vacuum degree&gt;0.090 MPa; the drying time is preferably 5-50 hours, more preferably 5-10 hours. 
     No matter what drying process is used, the residual solvent content in the obtained product should meet the quality standard. 
     In another aspect, the present invention provides a method for preparing a salt represented by Formula 2 of the arylaminopurine derivative, which comprises a reaction of an arylaminopurine derivative represented by Formula 1 and an acid is performed in the presence of water and an organic solvent to obtain the salt represented by Formula 2 of the arylaminopurine derivative: 
     
       
         
         
             
             
         
       
     
     wherein, 
     HA is an acid; 
     H 2 O is the water of crystallization; 
     m is an integer or half-integer from 1 to 4; 
     n is an integer or half-integer from 0 to 5; 
     wherein: 
     the molar ratio of the arylaminopurine derivative represented by Formula 1 to the acid is 1:1 to 1:4, preferably 1:1.2 to 1:3.5; 
     the molar ratio of the arylaminopurine derivative represented by Formula 1 to water is not greater than 1:1, preferably 1:4 to 1:200; 
     the reaction temperature is 0-70° C., preferably 35-45° C.; 
     the reaction time is 0.5-10 hours, preferably 0.5-5 hours; 
     the reaction is performed in the presence of the combination of water and one or more organic solvents selected from alcohols, ethers, esters, ketones, nitriles, and alkanes, preferably in the presence of C 1 -C 3  lower alcohol and water, in the presence of a ketone and water, in the presence of nitrile and water, or the presence of ether and water, and more preferably in the presence of methanol-water, ethanol-water, isopropanol-water, tetrahydrofuran-water, dioxane-water, acetone-water or acetonitrile-water; and the ratio of the use amounts by volume of the organic solvent to water is 1:10 to 10:1, for example, 1:1 to 10:1 or 1:10 to 1:1, the organic solvent refers to the aforementioned other solvents except for water; 
     after the reaction is finished, the temperature is reduced to 0-30° C., preferably 5-15° C., the crystallization is carried out for 0.5-24 hours, preferably 1-10 hours, and solids are separated (for example by filtration, e.g. suction filtration, centrifugation and the like), and optionally dried (for example, the drying temperature is 35-70° C., preferably 40-65° C.; the drying pressure is a vacuum degree&gt;0.090 MPa; the drying time is 5-50 hours, preferably 5-10 hours) to obtain the salt represented by Formula 2 of the arylaminopurine derivative. 
     In a preferred method for preparing a salt represented by Formula 2 of the arylaminopurine derivative, the arylaminopurine derivative represented by Formula 1, purified water (the molar factor is 4-200) and a proper amount of an organic solvent (any of methanol, ethanol, isopropanol, tetrahydrofuran, dioxane, acetone or acetonitrile) are added into a reactor; the mixture is heated to 35-45° C. under stirring; an acid (the molar factor is 1.2-3.5) is added into the reactor; after the acid is added, a proper amount of an organic solvent is added; while the temperature is kept at 35-45° C., the reaction is continued for 0.5-5 hours; then the reaction system is cooled to 5-15° C. under stirring, crystallized for 1-10 hours, and filtered or centrifuged to obtain the salt represented by Formula 2 of the arylaminopurine derivative. 
     In one embodiment of the present invention, the salt of the arylaminopurine derivative is characterized in that the salt is a hydrochloride represented by Formula 3′: 
     
       
         
         
             
             
         
       
     
     preferably, the hydrochloride represented by Formula 3′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.3±0.2°, 8.5±0.2°, 9.0±0.2°, 11.8±0.2°, 12.6±0.2°, 14.3±0.2°, 18.1±0.2°, 19.6±0.2°, 20.0±0.2°, 21.1±0.2°, 21.9±0.2°, 23.7±0.2°, 25.2±0.2°, 26.1±0.2°, 27.2±0.2° or at 2θ values of 7.3±0.2°, 8.5±0.2°, 9.1±0.2°, 11.8±0.2°, 12.6±0.2°, 14.3±0.2°, 18.1±0.2°, 19.6±0.2°, 20.0±0.2°, 21.1±0.2°, 21.9±0.2°, 23.7±0.2°, 25.2±0.2°, 26.1±0.2°, 27.2±0.2° as measured with CuKα radiation; 
     the hydrochloride represented by Formula 3′ is prepared in the following manner: 
     (1) an arylaminopurine derivative represented by Formula 1 is reacted with hydrochloric acid in the presence of water and an organic solvent 
     
       
         
         
             
             
         
       
     
     the molar ratio of the arylaminopurine derivative represented by Formula 1 to hydrochloric acid is 1:1 to 1:4, preferably 1:1.2 to 1:3.5; 
     preferably, the organic solvent is selected from acetone, isopropanol, tetrahydrofuran, and acetonitrile, and the volume ratio is 1:10 to 10:1, such as 1:1 to 10:1 or 1:10 to 1:1; 
     the molar ratio of the arylaminopurine derivative represented by Formula 1 to water is not greater than 1:1 (that is, 1:1 to 1:∞), preferably 1:4 to 1:200; 
     the reaction temperature is 35-45° C.; 
     the reaction time is 0.5-10 hours, preferably 0.5-5 hours; 
     (2) after the reaction is finished, the temperature is reduced to 5-15° C., the crystallization is carried out for 0.5-24 hours, and solids are separated (by filtration such as suction filtration, centrifugation, and the like), washed, and dried to obtain the hydrochloride represented by Formula 3′. 
     The arylaminopurine derivative represented by Formula 1 can be prepared with reference to the methods disclosed in the prior art, e.g. the methods described in the patent document WO2011/147066, the contents of which are incorporated herein by reference. 
     Beneficial Effect 
     The present invention provides the salts represented by Formula 2 of the arylaminopurine derivative, especially hydrochlorides, mesylates, L-malates, L-tartrates, oxalates, succinates, acetates, and sulfates. These salts can be prepared into crystal forms, and their solubility is significantly improved in comparison to that of the arylaminopurine derivative represented by Formula 1. The preferred salts and crystal forms have low hygroscopicity and can exist stably, and therefore are easier to be formulated into drugs than the arylaminopurine derivative represented by Formula 1 or other salts. 
    
    
     
       BRIEF DESCRIPTION OF THE DRAWINGS 
         FIG.  1    is the XRPD pattern of the hydrochloride of the arylaminopurine derivative obtained in Example 1. 
         FIG.  2    is the micrograph of a single crystal of the hydrochloride of the arylaminopurine derivative obtained in Example 2. 
         FIG.  3    is the XRPD pattern of the single crystal hydrochloride of the arylaminopurine derivative obtained in Example 2. 
         FIG.  4    is the XRPD pattern of the mesylate of the arylaminopurine derivative obtained in Example 3. 
         FIG.  5    is the XRPD pattern of the mesylate of the arylaminopurine derivative obtained in Example 3. 
         FIG.  6    is the XRPD pattern of the mesylate of the arylaminopurine derivative obtained in Example 5. 
         FIG.  7    is the XRPD pattern of the L-malate of the arylaminopurine derivative obtained in Example 6. 
         FIG.  8    is the XRPD pattern of the L-tartrate of the arylaminopurine derivative obtained in Example 7. 
         FIG.  9    is the XRPD pattern of the L-tartrate of the arylaminopurine derivative obtained in Example 8. 
         FIG.  10    is the XRPD pattern of the L-tartrate of the arylaminopurine derivative obtained in Example 9. 
         FIG.  11    is the XRPD pattern of the oxalate of the arylaminopurine derivative obtained in Example 10. 
         FIG.  12    is the XRPD pattern of the oxalate of the arylaminopurine derivative obtained in Example 11. 
         FIG.  13    is the XRPD pattern of the succinate of the arylaminopurine derivative obtained in Example 12. 
         FIG.  14    is the XRPD pattern of the succinate of the arylaminopurine derivative obtained in Example 13. 
         FIG.  15    is the XRPD pattern of the acetate of the arylaminopurine derivative obtained in Example 14. 
         FIG.  16    is the XRPD pattern of the acetate of the arylaminopurine derivative obtained in Example 15. 
         FIG.  17    is the XRPD pattern of the sulfate of the arylaminopurine derivative obtained in Example 16. 
         FIG.  18    is the XRPD pattern of the sulfate of the arylaminopurine derivative obtained in Example 17. 
         FIG.  19    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the hydrochloride of the arylaminopurine derivative obtained in Example 1. 
         FIG.  20    is the differential scanning calorimetry (DSC) diagram of the mesylate of the arylaminopurine derivative obtained in Example 3. 
         FIG.  21    is the thermogravimetric analysis (TGA) diagram of the mesylate of the arylaminopurine derivative obtained in Example 3. 
         FIG.  22    is the differential scanning calorimetry (DSC) diagram of the mesylate of the arylaminopurine derivative obtained in Example 4. 
         FIG.  23    is the thermogravimetric analysis (TGA) diagram of the mesylate of the arylaminopurine derivative obtained in Example 4. 
         FIG.  24    is the differential scanning calorimetry (DSC) diagram of the mesylate of the arylaminopurine derivative obtained in Example 5. 
         FIG.  25    is the thermogravimetric analysis (TGA) diagram of the mesylate of the arylaminopurine derivative obtained in Example 5. 
         FIG.  26    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the L-malate of the arylaminopurine derivative obtained in Example 6. 
         FIG.  27    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the L-tartrate of the arylaminopurine derivative obtained in Example 7. 
         FIG.  28    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the L-tartrate of the arylaminopurine derivative obtained in Example 8. 
         FIG.  29    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the L-tartrate of the arylaminopurine derivative obtained in Example 9. 
         FIG.  30    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the oxalate of the arylaminopurine derivative obtained in Example 10. 
         FIG.  31    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the oxalate of the arylaminopurine derivative obtained in Example 11. 
         FIG.  32    is the differential scanning calorimetry (DSC) diagram of the succinate of the arylaminopurine derivative obtained in Example 12. 
         FIG.  33    is the thermogravimetric analysis (TGA) diagram of the succinate of the arylaminopurine derivative obtained in Example 12. 
         FIG.  34    is the differential scanning calorimetry (DSC) diagram of the succinate of the arylaminopurine derivative obtained in Example 13. 
         FIG.  35    is the thermogravimetric analysis (TGA) diagram of the succinate of the arylaminopurine derivative obtained in Example 13. 
         FIG.  36    is the differential scanning calorimetry (DSC) diagram of the acetate of the arylaminopurine derivative obtained in Example 14. 
         FIG.  37    is the thermogravimetric analysis (TGA) diagram of the acetate of the arylaminopurine derivative obtained in Example 14. 
         FIG.  38    is the differential scanning calorimetry (DSC) diagram of the acetate of the arylaminopurine derivative obtained in Example 15. 
         FIG.  39    is the thermogravimetric analysis (TGA) diagram of the acetate of the arylaminopurine derivative obtained in Example 15. 
         FIG.  40    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the sulfate of the arylaminopurine derivative obtained in Example 16. 
         FIG.  41    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the sulfate of the arylaminopurine derivative obtained in Example 17. 
         FIG.  42    is the differential scanning calorimetry-thermogravimetric analysis (DSC-TGA) diagram of the arylaminopurine derivative obtained in Preparation Example 1. 
     
    
    
     DETAILED DESCRIPTION 
     The technical solutions of the present invention will be further described in detail with reference to specific examples. The following examples are merely illustrative and explanatory of the present invention and should not be construed as limiting the scope of the present invention. All the techniques realized based on the above-mentioned contents of the present invention are covered in the protection scope of the present invention. 
     Unless otherwise specified, the raw materials and reagents used in the following examples are all commercially available products or can be prepared by known processes. 
     In the following examples, the analysis and detection conditions are as follows: 
     1. Moisture 
     Detection instrument: Karl Fischer moisture titrator/915 KF Ti-Touch 
     Test method: After the instrument was balanced, a proper amount (about 200 mg) of the test sample was taken, precisely weighed, and added to a titration cup, absolute methanol was used as the solvent, and a moisture titration solution was used for the direct measurement, and an average value was obtained by measuring each test sample twice. 
     2. Solubility 
     Detection instrument: Ultraviolet spectrophotometer/Evolution 300 
     Test Method: 
     The following solutions with pH=1.2, pH=4.5, and pH=6.8 and water were used as the solvent, and the solvent preparation process was as follows: 
     (1) pH=1.2 hydrochloric acid solution: To 7.65 mL of hydrochloric acid was added 1000 mL of water, and the mixture was shaken uniformly to obtain the target solution. 
     (2) pH=4.5 phosphate buffer solution: 6.8 g of potassium dihydrogen phosphate was taken and diluted with water to 1000 mL, and the mixture was shaken uniformly to obtain the target solution. 
     (2) pH=6.8 phosphate buffer solution: 6.8 g of potassium dihydrogen phosphate and 0.896 g of sodium hydroxide were taken and diluted with water to 1000 mL, and the mixture was shaken uniformly to obtain the target solution. 
     (4) Water: purified water 
     Sample Preparation: 
     Test tubes with stopper were taken, and 10 mL of dissolution media at various pH values were precisely added to the test tubes respectively, and excessive stock drugs were added until supersaturated solutions were formed. The adding amounts were recorded. The solutions were shaken uniformly, sealed with stoppers, and shaken for 24 hours in a shaker. 2 mL of solutions were taken out at different time points respectively, and centrifuged. The resulting supernatants were taken, filtered, and the subsequent filtrates were taken for later use. 
     The above-mentioned saturated solutions in different solvents were taken, and solvents were added to dilute the solutions to certain volumes. The absorbances were measured at a wavelength of 287 nm. 
     Preparation of a solution of the reference substance: an appropriate amount of the compound represented by Formula 1 was taken as the reference substance, and precisely weighed. A solvent was added to dissolve and dilute the reference compound to produce a solution containing about 10 μg of the compound represented by Formula 1 per 1 mL. The absorbance was measured at a wavelength of 287 nm to calculate the solubility. 
     3. Hygroscopicity 
     Detection instrument: XPE105DR 
     Test Method: 
     (1) A dry stoppered glass weighing bottle was taken, placed in a suitable constant-temperature desiccator at 25° C. 1° C. (with a saturated solution of ammonium chloride or ammonium sulfate in the lower part) or an artificial climate box (with the set temperature of 25° C.±1° C. and the relative humidity of 80%±2%) on the day before the test, and precisely weighed and recorded as the weight (m1). 
     (2) An appropriate amount of the test sample was taken and spread in the above-mentioned weighing bottle. The thickness of the test sample was generally about 1 mm, and the bottle was precisely weighed and recorded as the weight (m2). 
     (3) The stopper was removed to open the weighing bottle, and the opened weighing bottle and the stopper were placed under the above-mentioned constant temperature and humidity conditions for 24 hours. 
     (4) The opened weighing bottle was stoppered, precisely weighed, and recorded as the weight (m3). 
       Percentage increase in mass=( m 3− m 2)/( m 2− m 1)×100%
 
     (5) The description of hygroscopicity characteristics and the definition for the weight gain due to hygroscopicity: 
     Deliquescence: Sufficient water was absorbed to form a liquid. 
     Very hygroscopic: the weight gain due to hygroscopicity was not less than 15%. 
     Hygroscopic: the weight gain due to hygroscopicity was less than 15% but not less than 2%. 
     Slightly hygroscopic: the weight gain due to hygroscopicity was less than 2% but not less than 0.2%. 
     Not or nearly not hygroscopic: the weight gain due to hygroscopicity was less than 0.2%. 
     4. Content 
     Detection Instrument: High performance liquid chromatograph/Waters e2695-2489 
     Analysis Method: 
     Octadecyl silane bonded to silica gel was used as a filler (the applicable range of the pH value should be greater than 10.0), 20 mmol/L of disodium hydrogen phosphate solution (the pH value was adjusted to 10.0 with sodium hydroxide)-acetonitrile (65:35) was used as the mobile phase; the detection wavelength was 287 nm, and the column temperature was 30° C. The number of theoretical plates should be not less than 3000. 
     Determination method: About 20 mg of the sample was taken and precisely weighed, put in a 100 mL volumetric flask. A diluent (50% methanol/water) was added to dissolve and dilute the sample to the scale. The content was shaken uniformly, and 10 μL was precisely metered and injected into a liquid chromatograph, and the chromatogram was recorded; another appropriate amount of the reference substance was taken, and the same method was used for determination. The result was obtained by calculating the peak area according to the external standard method. 
     5. X-Ray Powder Diffraction (XRPD) 
     (1) Examples 1 and 2 
     Detection instrument: PANalytical Empyrean type powder X-ray diffractometer 
     Test Conditions: 
     Light tube type: Cu target, metal-ceramic X-ray tube; 
     X-ray wavelength: CuKα, Kα 1  ({acute over (Å)}): 1.540598, Kα 2  ({acute over (Å)}): 1.544426, Kα 2 /Kα 1  intensity ratio: 0.5; 
     Voltage and current: 45 kV, 40 mA; 
     Scanning range: 3-40° 20; 
     Total scanning time: About 5 minutes. 
     (2) Examples 3-17 
     Detection instrument: BRUKER D2 PHASER powder X-ray diffractometer 
     Test Conditions: 
     Light tube type: Cu target, ceramic X-ray tube; 
     X-ray wavelength: CuKα, Kα 1  ({acute over (Å)}): 1.540598, Kα 2  ({acute over (Å)}): 1.544426, Kα 2 /Kα 1  intensity ratio: 0.5; 
     Voltage and current: 30 kV, 10 mA; 
     Scanning range: 4-40° 20; 
     Total scanning time: 200.9 S. 
     6. Differential Scanning Calorimetry-Thermogravimetric Analysis (DSC-TGA) 
     Detection instrument: NETZSCH STA 449F3 
     Test Conditions: 
     Temperature range: 20° C.-350° C.; 
     Heating rate: 10.0 (K/min); 
     Sample holder/thermocouple: DSC/TG Cp S/S 
     Crucible: DSC/TG pan Al2O3 
     Atmosphere: N2, 20.0 ml/min/N2, 50.0 ml/min 
     Calibration/measurement range: 020/5000 μV 
     7. Differential Scanning Calorimetry (DSC) 
     Detection instrument: NETZSCH DSC 214 Polyma 
     Test Conditions: 
     Temperature range: 20° C.-250° C.; 
     Heating rate: 5.0 (K/min); 
     Sample holder/thermocouple: DSC 214 Corona sensor/E 
     Crucible: Pan AI, pierced lid 
     Atmosphere: N2, 40.0 ml/min/N2, 60.0 ml/min 
     Calibration/measurement range: 000/5000 μV 
     8. Thermogravimetric Analysis (TGA) 
     Detection instrument: METTLER and SDT Q600 
     Analysis Method: 
     Temperature range: 20° C.-250° C.; 
     Heating rate: 5.0 (K/min); 
     9. Nuclear Magnetic Resonance Spectroscopy (NMRS) 
     Detection instrument: AVIII BRUKER 600 type superconducting nuclear magnetic resonance spectrometer 
     Contents and test solvent:  1 H-NMR, the test solvent was H 2 D. 
     10. Single-Crystal 
     Single crystal diffraction data were collected using a Rigaka XtaLAB Synergy-R (Micro-Max007HF Cu mode, CuKα (λ=1.54184 {acute over (Å)}), Hypix 6000 HE detector) type single crystal diffractometer at a temperature of 120.00(10)K. The micrograph of the single crystal sample was taken by using a Shanghai CEWEI PXS9-T type stereoscopic microscope. 
     11. Acidity Measurement 
     Detection instrument: Mettler Toledo S210-K pH meter 
     Test method: Based on the operation according to the pH value measurement method, 10 mg of a sample was precisely weighed, then 10 mL of freshly boiled and cooled purified water was added to dissolve the sample, and the mixture was shaken uniformly, and then the pH value was measured. 
     12. Measurement of Related Substances 
     Detection instrument: High performance liquid chromatograph/Waters e2695-2489 
     Chromatographic Conditions: 
     Octadecylsilane bonded to silica gel was used as a filler (Model: Waters Xbridge C18 chromatographic column, with a length of 250 mm, an inner diameter of 4.6 mm, and a filler particle size of 5 μm), the detection wavelength was 250 nm, the column temperature was 35° C., and the flow rate was 1.0 mL/minute, the mobile phase A was 0.02 mol/L of a disodium hydrogen phosphate solution (the pH value was adjusted to 10.0 with a sodium hydroxide solution), the mobile phase B was acetonitrile, and the diluent was methanol, and the temperature of the sample plate was 4° C. 
     Test method: The system applicability test was performed according to the requirements, and the test sample solution, the control solution, and the sensitivity solution were prepared. Each 10 μL of the control solution and the test sample solution were precisely metered and injected into a liquid chromatograph, and the chromatogram was recorded. The result was obtained by calculating the peak area according to the self-dilution control method with the correction factor. 
     Preparation Example 1: Preparation of the Compound Represented by Formula 1 
     
       
         
         
             
             
         
       
     
     With reference to the method described in Example 90 of the patent document WO2011/147066, 100 g of the compound represented by Formula 1 was prepared. 
     Example 1: Preparation of a Hydrochloride of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (90 g, 0.203 mol) from Preparation Example 1, 800 mL of purified water, and 400 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and a stream of concentrated hydrochloric acid (74 g, 0.731 mol) was added to the reactor. After completing the addition of concentrated hydrochloric acid, 2 L of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 300 mL of acetone to produce a yellow or pale yellow hydrochloride (74.7 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.556 (d, 6H), δ: 2.896 (s, 3H), δ: 3.058 (t, 2H), δ: 3.187 (t, 2H), δ: 3.586 (d, 2H), δ: 3.749 (d, 2H), δ: 4.701 (s, 1H), δ: 7.062 (d, 2H), δ: 7.377 (d, 2H), δ: 7.968 (t, 1H), δ: 8.086 (s, 1H), δ: 8.431 (d, 1H), δ: 8.636 (d, 1H), δ: 9.171 (s, 1H). The obtained hydrochloride exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  1   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
                   
               
               
                   
                 Peak  
                 Relative  
               
               
                   
                 position 
                 peak 
               
               
                   
                 2θ angle 
                 intensity 
               
               
                   
                 (°) 
                 % 
               
               
                   
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 7.300 
                 20.96 
               
               
                   
                 8.504 
                 40.4 
               
               
                   
                 9.052 
                 14.65 
               
               
                   
                 11.814 
                 34.65 
               
               
                   
                 12.579 
                 13.44 
               
               
                   
                 14.300 
                 15.86 
               
               
                   
                 18.136 
                 18.09 
               
               
                   
                 19.641 
                 29.87 
               
               
                   
                 20.027 
                 26.40 
               
               
                   
                 21.140 
                 22.06 
               
               
                   
                 21.913 
                 14.4 
               
               
                   
                 23.701 
                 25.54 
               
               
                   
                 25.162 
                 62.26 
               
               
                   
                 26.137 
                 15.54 
               
               
                   
                 27.165 
                 100 
               
               
                   
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the hydrochloride was 1:3:5. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 1 
                 1:3:5 
                 14.0% 
                 17.0% 
                 69.0% 
                 13.9% 
                 69.0% 
                 N/A 
               
               
                 hydrochloride 
               
               
                   
               
            
           
         
       
     
     The process of Example 1 was repeated except for changing the amount of concentrated hydrochloric acid used in Example 1, and still, only the arylaminopurine derivative.trihydrochloride.pentahydrate obtained in Example 1 could be obtained. The process of Example 1 was repeated except for replacing acetone in Example 1 with isopropanol or tetrahydrofuran, and the arylaminopurine derivative-trihydrochloride-pentahydrate obtained in Example 1 could also be obtained. 
     Example 2: Preparation of Single Crystal Hydrochloride of the Arylaminopurine Derivative 
     14.9 mg of the hydrochloride obtained in Example 1 was weighed and placed in a 3 mL glass bottle. 0.6 mL of acetonitrile/water (4:1, v/v) mixed solvent was added. The mixture was stirred to dissolve the hydrochloride and then placed in a 25 mL hydrothermal reaction vessel. The hydrothermal reaction vessel was sealed and placed in a temperature-controlled oven for the programmed temperature up and down. The temperature program was: 
     
       
         
         
             
             
         
       
     
     After the completion of the experiment, it was found that a long and platy single crystal sample was precipitated in the system. A micrograph of the single crystal sample was shown in  FIG.  2   . The single crystal X-ray diffraction characterization result showed that the crystal belonged to the triclinic system, space group P  1 , and had the unit cell parameters: {a=7.04142(7) {acute over (Å)}, b=12.15291(7) {acute over (Å)}, c=18.13188(10) {acute over (Å)}, α=93.2215(5)°, β3=95.3039(6)°, γ=91.9554(6)°, V=1541.32(2) {acute over (Å)} 3 }. The asymmetric unit of the crystal consists of a cation of the compound represented by Formula 1, three chloride ions, and five water molecules. The single crystal was subjected to the XRPD measurement, and the obtained pattern was shown in  FIG.  3   , and the main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
                   
               
               
                   
                 Peak  
                 Relative  
               
               
                   
                 position  
                 peak 
               
               
                   
                 2θ angle 
                 intensity 
               
               
                   
                 (°) 
                 % 
               
               
                   
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 7.292 
                 26.96 
               
               
                   
                 8.507 
                 66.86 
               
               
                   
                 9.041 
                 12.81 
               
               
                   
                 11.815 
                 51.74 
               
               
                   
                 12.558 
                 11.89 
               
               
                   
                 14.281 
                 16.05 
               
               
                   
                 18.109 
                 14.25 
               
               
                   
                 19.633 
                 41.79 
               
               
                   
                 20.033 
                 30.29 
               
               
                   
                 21.125 
                 11.68 
               
               
                   
                 21.919 
                 22.19 
               
               
                   
                 23.727 
                 28.37 
               
               
                   
                 25.166 
                 42.06 
               
               
                   
                 26.131 
                 15.26 
               
               
                   
                 27.177 
                 100 
               
               
                   
                   
               
            
           
         
       
     
     It could be seen from the result of the comparison between  FIG.  1    and  FIG.  3    that the single crystal obtained in Example 2 was the same crystal form as that obtained in Example 1. 
     Example 3: Preparation of a Mesylate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (7 g, 15.8 mmol) from Preparation Example 1, 7 mL of purified water, and 28 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and methanesulfonic acid (1.82 g, 18.9 mmol) was added to the reactor. After completing the addition, 147 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 45 mL of acetone to produce a yellow or pale yellow mesylate (7.8 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.500 (d, 6H), δ: 2.783 (s, 4H), δ: 2.888 (m, 5H), δ: 3.085 (m, 2H), δ: 3.511 (m, 4H), δ: 4.489 (m, 1H), δ: 6.817 (d, 2H), δ: 7.200 (d, 2H), δ: 7.404 (m, 1H), δ: 7.906 (m, 2H), δ: 8.122 (d, 1H), δ: 8.567 (s, 1H). The obtained mesylate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  4   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
                   
               
               
                   
                 Peak  
                 Relative  
               
               
                   
                 position 
                 peak 
               
               
                   
                 2θ angle 
                 intensity 
               
               
                   
                 (°) 
                 % 
               
               
                   
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 6.803 
                 36.6 
               
               
                   
                 8.599 
                 20.2 
               
               
                   
                 10.679 
                 16.0 
               
               
                   
                 12.633 
                 19.7 
               
               
                   
                 13.112 
                 36.1 
               
               
                   
                 13.434 
                 26.1 
               
               
                   
                 15.136 
                 47.0 
               
               
                   
                 16.271 
                 55.4 
               
               
                   
                 17.734 
                 34.4 
               
               
                   
                 19.009 
                 40.7 
               
               
                   
                 19.913 
                 41.3 
               
               
                   
                 20.967 
                 100 
               
               
                   
                 25.008 
                 55.5 
               
               
                   
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the mesylate was 1:1.5:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 3 
                 1:1.5:1 
                 3.0% 
                 23.8% 
                 73.2% 
                 4.1% 
                 77.5% 
                 1:1.5 
               
               
                 mesylate 
               
               
                   
               
            
           
         
       
     
     Example 4: Preparation of a Mesylate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The preparation process of Example 3 was repeated except for changing the amount of methanesulfonic acid to (5.2 g, 54.1 mmol), and a yellow or pale yellow mesylate (8.8 g) was obtained.  1 H-NMR (600 MHz, D 2 O) δ: 1.621 (d, 6H), δ: 2.770 (s, 8H), δ: 2.962 (s, 3H), δ: 3.120 (m, 2H), δ: 3.242 (m, 2H), δ: 3.643 (d, 2H), δ: 3.808 (d, 2H), δ: 4.747 (m, 1H), δ: 7.139 (d, 2H), δ: 7.450 (d, 2H), δ: 7.972 (m, 1H), δ: 8.125 (s, 1H), δ: 8.457 (d, 1H), δ: 8.608 (m, 1H), δ: 9.158 (d, 1H). The obtained mesylate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  5   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
                   
               
               
                   
                 Peak  
                 Relative  
               
               
                   
                 position 
                 peak 
               
               
                   
                 2θ angle 
                 intensity 
               
               
                   
                 (°) 
                 % 
               
               
                   
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 6.058 
                 100 
               
               
                   
                 6.394 
                 83.4 
               
               
                   
                 11.664 
                 21.5 
               
               
                   
                 12.380 
                 15.1 
               
               
                   
                 16.027 
                 21.7 
               
               
                   
                 16.569 
                 33.2 
               
               
                   
                 16.915 
                 29.1 
               
               
                   
                 17.450 
                 55.4 
               
               
                   
                 18.033 
                 33.2 
               
               
                   
                 18.911 
                 55.7 
               
               
                   
                 19.271 
                 58.6 
               
               
                   
                 19.896 
                 26.4 
               
               
                   
                 20.219 
                 29.9 
               
               
                   
                 23.368 
                 26.5 
               
               
                   
                 24.382 
                 47.7 
               
               
                   
                 26.375 
                 38.7 
               
               
                   
                 27.339 
                 26.2 
               
               
                   
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the mesylate was 1:2.5:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 4 
                 1:2.5:1 
                 2.6% 
                 34.2% 
                 63.2% 
                 3.2% 
                 64.1% 
                 1:2.5 
               
               
                 mesylate 
               
               
                   
               
            
           
         
       
     
     Example 5: Preparation of a Mesylate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The preparation process of Example 3 was repeated except for changing the amount of methanesulfonic acid to (7.58 g, 78.9 mmol), and a yellow or pale yellow mesylate (11.2 g) was obtained.  1 H-NMR (600 MHz, D 2 O) δ: 1.602 (d, 6H), δ: 2.736 (s, 1H), δ: 2.951 (s, 3H), δ: 3.177 (m, 2H), δ: 3.263 (m, 2H), δ: 3.655 (d, 2H), δ: 3.837 (d, 2H), δ: 4.745 (m, 1H), δ: 7.188 (d, 2H), δ: 7.473 (d, 2H), δ: 8.015 (m, 1H), δ: 8.131 (s, 1H), δ: 8.486 (d, 1H), δ: 8.678 (m, 1H), δ: 9.210 (d, 1H). The obtained mesylate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  6   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
                   
               
               
                   
                 Peak  
                 Relative  
               
               
                   
                 position 
                 peak  
               
               
                   
                 2θ angle 
                 intensity 
               
               
                   
                 (°) 
                 % 
               
               
                   
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 4.887 
                 55.7 
               
               
                   
                 6.038 
                 15.3 
               
               
                   
                 9.733 
                 12.7 
               
               
                   
                 10.514 
                 14.1 
               
               
                   
                 11.471 
                 70.2 
               
               
                   
                 12.306 
                 15.4 
               
               
                   
                 14.492 
                 76.5 
               
               
                   
                 15.055 
                 35.4 
               
               
                   
                 16.808 
                 33.2 
               
               
                   
                 18.487 
                 47.2 
               
               
                   
                 18.871 
                 100 
               
               
                   
                 21.557 
                 27.5 
               
               
                   
                 22.023 
                 19.5 
               
               
                   
                 22.316 
                 17.2 
               
               
                   
                 22.767 
                 39.4 
               
               
                   
                 23.372 
                 22.8 
               
               
                   
                 24.260 
                 43.2 
               
               
                   
                 25.353 
                 39.4 
               
               
                   
                 26.675 
                 27.2 
               
               
                   
                 27.264 
                 20.9 
               
               
                   
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the mesylate was 1:3.5:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 5 
                 1:3.5:1 
                 2.3% 
                 42.2% 
                 55.6% 
                 3.0% 
                 57.1% 
                 1:3.5 
               
               
                 mesylate 
               
               
                   
               
            
           
         
       
     
     Example 6: Preparation of an L-Malate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (8 g, 18 mmol) from Preparation Example 1, 64 mL of purified water, and 32 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and L-malic acid (2.902 g, 21.6 mmol) was added to the reactor. After completing the addition, 168 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 30 mL of acetone to produce a yellow L-malate (8.63 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.590 (d, 6H), δ: 2.527 (q, 1H), δ: 2.749 (q, 1H), δ: 2.929 (s, 3H), δ: 3.010 (t, 2H), δ: 3.184 (t, 2H), δ: 3.587 (d, 4H), δ: 4.328 (d, 1H), δ: 4.606 (d, 1H), δ: 6.983 (d, 2H), δ: 7.370 (d, 2H), δ: 7.538 (q, 1H), δ: 8.052 (d, 2H), δ: 8.254 (d, 1H), δ: 8.690 (d, 1H). The obtained malate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  7   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
                   
               
               
                   
                 Peak  
                 Relative  
               
               
                   
                 position  
                 peak  
               
               
                   
                 2θ angle 
                 intensity 
               
               
                   
                 (°) 
                 % 
               
               
                   
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 7.039 
                 100 
               
               
                   
                 9.340 
                 83.6 
               
               
                   
                 11.953 
                 14.5 
               
               
                   
                 12.945 
                 19.3 
               
               
                   
                 13.976 
                 11.3 
               
               
                   
                 16.648 
                 15.0 
               
               
                   
                 17.646 
                 31.3 
               
               
                   
                 18.518 
                 22.7 
               
               
                   
                 19.651 
                 30.9 
               
               
                   
                 22.995 
                 10.7 
               
               
                   
                 24.198 
                 13.9 
               
               
                   
                 25.190 
                 20.7 
               
               
                   
                 25.937 
                 73.4 
               
               
                   
                 27.535 
                 22.5 
               
               
                   
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the malate was 1:1:4. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 6 
                 1:1:4 
                 11.1% 
                 20.6% 
                 68.3% 
                 11.0% 
                 69.1% 
                 1:1 
               
               
                 L-malate 
               
               
                   
               
            
           
         
       
     
     Example 7: Preparation of an L-Tartrate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (8 g, 18 mmol) from Preparation Example 1, 64 mL of purified water, and 32 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and L-tartaric acid (3.248 g, 21.6 mmol) was added to the reactor. After completing the addition, 168 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 30 mL of acetone to produce a yellow L-tartrate (10.06 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.626 (d, 6H), δ: 2.954 (s, 3H), δ: 3.086 (t, 2H), δ: 3.242 (t, 2H), δ: 3.629 (d, 2H), δ: 3.747 (d, 2H), δ: 4.414 (s, 2H), δ: 4.683 (m, 1H), δ: 7.098 (d, 2H), δ: 7.453 (d, 2H), δ: 7.705 (m, 1H), δ: 8.109 (s, 1H), δ: 8.255 (d, 1H), δ: 8.349 (d, 1H), δ: 8.857 (s, 1H). The obtained tartrate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  8   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
                   
               
               
                   
                 Peak  
                 Relative  
               
               
                   
                 position  
                 peak 
               
               
                   
                 2θ angle 
                 intensity 
               
               
                   
                 (°) 
                 % 
               
               
                   
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 6.895 
                 61.5 
               
               
                   
                 9.058 
                 100 
               
               
                   
                 12.884 
                 27.6 
               
               
                   
                 13.810 
                 25.9 
               
               
                   
                 16.470 
                 29.0 
               
               
                   
                 17.773 
                 40.2 
               
               
                   
                 19.419 
                 42.8 
               
               
                   
                 20.087 
                 21.6 
               
               
                   
                 25.503 
                 95.3 
               
               
                   
                 26.920 
                 26.6 
               
               
                   
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the tartrate was 1:1:4. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 7 
                 1:1:4 
                 10.8% 
                 22.6% 
                 66.7% 
                 11.0% 
                 68.0% 
                 1:1 
               
               
                 L-tartrate 
               
               
                   
               
            
           
         
       
     
     Example 8: Preparation of an L-Tartrate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (7 g, 15.8 mmol) from Preparation Example 1, 56 mL of purified water, and 28 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and L-tartaric acid (5.685 g, 37.9 mmol) was added to the reactor. After completing the addition, 147 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 30 mL of acetone to produce a pale yellow L-tartrate (11.3 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.610 (d, 6H), δ: 2.948 (s, 3H), δ: 3.067 (s, 2H), δ: 3.229 (s, 2H), δ: 3.630 (s, 2H), δ: 3.755 (s, 2H), δ: 4.469 (s, 3H), δ: 4.697 (m, 1H), δ: 7.085 (d, 2H), δ: 7.431 (d, 2H), δ: 7.798 (m, 1H), δ: 8.094 (s, 1H), δ: 8.366 (m, 2H), δ: 8.978 (s, 1H). The obtained tartrate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  9   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
                   
               
               
                   
                 Peak  
                 Relative  
               
               
                   
                 position 
                 peak 
               
               
                   
                 2θ angle 
                 intensity 
               
               
                   
                 (°) 
                 % 
               
               
                   
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 8.531 
                 64.5 
               
               
                   
                 9.754 
                 30.4 
               
               
                   
                 10.144 
                 28.7 
               
               
                   
                 11.267 
                 21.1 
               
               
                   
                 13.722 
                 18.5 
               
               
                   
                 14.831 
                 46.5 
               
               
                   
                 15.447 
                 26.4 
               
               
                   
                 16.345 
                 32.4 
               
               
                   
                 17.081 
                 57.1 
               
               
                   
                 17.648 
                 23.4 
               
               
                   
                 18.837 
                 87.3 
               
               
                   
                 20.461 
                 33.8 
               
               
                   
                 22.316 
                 33.4 
               
               
                   
                 24.578 
                 80.1 
               
               
                   
                 26.075 
                 100 
               
               
                   
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the tartrate was 1:1.5:4. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 8 
                 1:1.5:4 
                 9.7% 
                 30.4% 
                 59.9% 
                 14.4% 
                 61.0% 
                 1:1.5 
               
               
                 L-tartrate 
               
               
                   
               
            
           
         
       
     
     Example 9: Preparation of an L-Tartrate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The preparation process of Example 8 was repeated except for changing the amount of L-tartaric acid to (8.29 g, 55.2 mmol), and a pale yellow L-tartrate (11.59 g) was obtained.  1 H-NMR (600 MHz, D 2 O) δ: 1.646 (d, 6H), δ: 2.983 (s, 3H), δ: 3.100 (s, 2H), δ: 3.276 (s, 2H), δ: 3.674 (s, 2H), δ: 3.817 (s, 2H), δ: 4.528 (s, 4H), δ: 7.148 (s, 2H), δ: 7.489 (s, 2H), δ: 7.896 (m, 1H), δ: 8.148 (s, 1H), δ: 8.440 (d, 1H), δ: 8.502 (d, 1H), δ: 9.072 (s, 1H). The obtained tartrate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  10   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 7.011 
                 16.1 
               
               
                   
                 8.253 
                 54.4 
               
               
                   
                 8.912 
                 63.3 
               
               
                   
                 9.531 
                 100 
               
               
                   
                 12.455 
                 33.3 
               
               
                   
                 13.132 
                 26.4 
               
               
                   
                 14.794 
                 56.0 
               
               
                   
                 16.034 
                 23.0 
               
               
                   
                 17.670 
                 71.7 
               
               
                   
                 18.129 
                 21.9 
               
               
                   
                 19.184 
                 32.4 
               
               
                   
                 21.005 
                 67.6 
               
               
                   
                 23.571 
                 39.5 
               
               
                   
                 24.023 
                 55.1 
               
               
                   
                 25.251 
                 42.6 
               
               
                   
                 26.727 
                 35.9 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the tartrate was 1:2:4. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 9 
                 1:2:4 
                 8.8% 
                 36.8% 
                 54.4% 
                 8.3% 
                 55.8% 
                 1:2 
               
               
                 L-tartrate 
               
               
                   
               
            
           
         
       
     
     Example 10: Preparation of an Oxalate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (7 g, 15.8 mmol) from Preparation Example 1, 28 mL of purified water, and 28 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and oxalic acid dihydrate (2.388 g, 18.9 mmol) was added to the reactor. After completing the addition, 147 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 30 mL of acetone to produce a yellow oxalate (8.01 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.637 (d, 6H), δ: 2.974 (s, 3H), δ: 3.158 (m, 2H), δ: 3.276 (m, 2H), δ: 3.663 (d, 2H), δ: 3.848 (d, 2H), δ: 4.790 (m, 1H), δ: 7.192 (d, 2H), δ: 7.505 (d, 2H), δ: 7.972 (m, 1H), δ: 8.139 (s, 1H), δ: 8.491 (d, 1H), δ: 8.601 (d, 1H), δ: 9.127 (s, 1H). The obtained oxalate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  11   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 8.063 
                 59.5 
               
               
                   
                 8.353 
                 91.6 
               
               
                   
                 8.983 
                 29.0 
               
               
                   
                 14.103 
                 35.0 
               
               
                   
                 14.799 
                 28.1 
               
               
                   
                 16.712 
                 28.2 
               
               
                   
                 17.884 
                 19.3 
               
               
                   
                 18.510 
                 14.4 
               
               
                   
                 19.560 
                 19.6 
               
               
                   
                 23.634 
                 14.4 
               
               
                   
                 25.622 
                 100 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the oxalate was 1:1:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 10 
                 1:1:1 
                 3.3% 
                 16.3% 
                 80.4% 
                 5.1% 
                 80.9% 
                 N/A 
               
               
                 oxalate 
               
               
                   
               
            
           
         
       
     
     Example 11: Preparation of an Oxalate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The preparation process of Example 10 was repeated except for changing the amount of oxalic acid dihydrate to (4.755 g, 37.9 mmol), and a yellow oxalate (8.01 g) was obtained.  1 H-NMR (600 MHz, D 2 O) δ: 1.621 (d, 6H), δ: 2.963 (s, 3H), δ: 3.126 (m, 2H), δ: 3.257 (m, 2H), δ: 3.650 (d, 2H), δ: 3.833 (d, 2H), δ: 4.757 (m, 1H), δ: 7.167 (d, 2H), δ: 7.474 (d, 2H), δ: 8.013 (m, 1H), δ: 8.127 (s, 1H), δ: 8.496 (d, 1H), δ: 8.665 (d, 1H), δ: 9.191 (s, 1H). The obtained oxalate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  12   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 7.108 
                 100 
               
               
                   
                 8.272 
                 14.7 
               
               
                   
                 12.195 
                 49.8 
               
               
                   
                 14.202 
                 28.6 
               
               
                   
                 16.442 
                 35.7 
               
               
                   
                 17.690 
                 31.3 
               
               
                   
                 18.599 
                 25.6 
               
               
                   
                 19.047 
                 36.5 
               
               
                   
                 24.385 
                 56.4 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the oxalate was 1:2:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 11 
                 1:2:1 
                 2.8% 
                 28.1% 
                 69.2% 
                 2.9% 
                 70.1% 
                 N/A 
               
               
                 oxalate 
               
               
                   
               
            
           
         
       
     
     Example 12: Preparation of a Succinate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (7 g, 15.8 mmol) from Preparation Example 1, 28 mL of purified water, and 28 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and succinic acid (2.236 g, 18.9 mmol) was added to the reactor. After completing the addition, 147 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 30 mL of acetone to produce a pale yellow succinate (7.51 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.584 (d, 6H), δ: 2.482 (s, 4H), δ: 2.923 (s, 3H), δ: 2.992 (m, 2H), δ: 3.174 (m, 2H), δ: 3.594 (m, 4H), δ: 4.584 (m, 1H), δ: 6.959 (d, 2H), δ: 7.365 (d, 2H), δ: 7.440 (m, 1H), δ: 7.929 (d, 1H), δ: 8.058 (s, 1H), δ: 8.227 (d, 1H), δ: 8.579 (s, 1H). The obtained succinate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  13   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 7.024 
                 80.2 
               
               
                   
                 9.128 
                 55.0 
               
               
                   
                 11.323 
                 46.7 
               
               
                   
                 13.065 
                 23.9 
               
               
                   
                 13.849 
                 36.0 
               
               
                   
                 14.399 
                 46.2 
               
               
                   
                 15.969 
                 18.2 
               
               
                   
                 16.769 
                 40.5 
               
               
                   
                 17.744 
                 33.6 
               
               
                   
                 18.476 
                 52.3 
               
               
                   
                 20.351 
                 53.8 
               
               
                   
                 21.017 
                 48.7 
               
               
                   
                 22.437 
                 100 
               
               
                   
                 24.204 
                 35.9 
               
               
                   
                 25.889 
                 46.9 
               
               
                   
                 27.115 
                 50.9 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the succinate was 1:1:4. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 12 
                 1:1:4 
                 11.4% 
                 18.6% 
                 70.0% 
                 12.6% 
                 69.3% 
                 1:1 
               
               
                 succinate 
               
               
                   
               
            
           
         
       
     
     Example 13: Preparation of a Succinate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The preparation process of Example 12 was repeated except for changing the amount of succinic acid to (4.473 g, 37.9 mmol), and a pale yellow succinate (8.14 g) was obtained.  1 H-NMR (600 MHz, D 2 O) δ: 1.643 (d, 6H), δ: 2.548 (s, 9H), δ: 2.961 (s, 3H), δ: 3.080 (m, 2H), δ: 3.246 (m, 2H), δ: 3.639 (d, 2H), δ: 3.762 (d, 2H), δ: 4.695 (m, 1H), δ: 7.114 (d, 2H), δ: 7.497 (d, 2H), δ: 7.638 (m, 1H), δ: 8.138 (s, 1H), δ: 8.159 (d, 1H), δ: 8.347 (d, 1H), δ: 8.769 (s, 1H). The obtained succinate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  14   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 6.965 
                 100 
               
               
                   
                 9.193 
                 47.5 
               
               
                   
                 11.919 
                 15.0 
               
               
                   
                 16.657 
                 19.6 
               
               
                   
                 17.626 
                 32.2 
               
               
                   
                 18.410 
                 30.6 
               
               
                   
                 19.661 
                 31.0 
               
               
                   
                 20.273 
                 10.7 
               
               
                   
                 22.953 
                 11.9 
               
               
                   
                 24.149 
                 11.9 
               
               
                   
                 25.171 
                 19.1 
               
               
                   
                 25.816 
                 58.1 
               
               
                   
                 27.263 
                 28.5 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the succinate was 1:2:4. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 13 
                 1:2:4 
                 9.6% 
                 31.4% 
                 59.0% 
                 12.7% 
                 58.9% 
                 1:2 
               
               
                 succinate 
               
               
                   
               
            
           
         
       
     
     Example 14: Preparation of an Acetate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (7 g, 15.8 mmol) from Preparation Example 1, 28 mL of purified water, and 28 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and acetic acid (1.13 g, 18.9 mmol) was added to the reactor. After completing the addition, 147 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 30 mL of acetone to produce an off-white acetate (7.51 g).  1 H-NMR (600 MHz, DMSO) δ: 1.676 (d, 6H), δ: 2.216 (s, 3H), δ: 2.442 (m, 2H), δ: 2.497 (m, 2H), δ: 3.038 (m, 4H), δ: 4.846 (m, 1H), δ: 6.868 (d, 2H), δ: 7.350 (q, 1H), δ: 7.622 (d, 2H), δ: 8.188 (q, 1H), δ: 8.324 (q, 1H), δ: 8.379 (s, 1H), δ: 8.931 (d, 1H), δ: 9.029 (s, 1H), δ: 9.204 (s, 1H). The obtained acetate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  15   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 6.319 
                 18.9 
               
               
                   
                 8.867 
                 21.5 
               
               
                   
                 10.861 
                 62.7 
               
               
                   
                 11.498 
                 19.6 
               
               
                   
                 12.164 
                 32.7 
               
               
                   
                 12.622 
                 83.6 
               
               
                   
                 15.148 
                 66.2 
               
               
                   
                 17.754 
                 91.8 
               
               
                   
                 19.221 
                 81.2 
               
               
                   
                 19.645 
                 75.1 
               
               
                   
                 20.988 
                 55.0 
               
               
                   
                 21.767 
                 57.8 
               
               
                   
                 22.268 
                 62.3 
               
               
                   
                 24.595 
                 100 
               
               
                   
                 25.405 
                 57.7 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the acetate was 1:1:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 14 
                 1:1:1 
                 3.5% 
                 11.5% 
                 85.0% 
                 3.7% 
                 86.2% 
                 1:1 
               
               
                 acetate 
               
               
                   
               
            
           
         
       
     
     Example 15: Preparation of an Acetate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (10 g, 22.5 mmol) from Preparation Example 1, 10 mL of purified water, and 40 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and acetic acid (4.74 g, 78.9 mmol) was added to the reactor. After completing the addition, 210 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 40 mL of acetone to produce an off-white acetate (9.04 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.542 (d, 6H), δ: 1.951 (s, 6H), δ: 2.902 (s, 1H), δ: 2.934 (m, 4H), δ: 3.126 (m, 2H), δ: 3.553 (m, 4H), δ: 4.541 (m, 1H), δ: 6.885 (m, 2H), δ: 7.284 (m, 2H), δ: 7.417 (m, 1H), δ: 7.899 (m, 1H), δ: 7.997 (s, 1H), δ: 8.181 (s, 1H), δ: 8.552 (s, 1H). The obtained acetate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  16   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 6.174 
                 100 
               
               
                   
                 8.109 
                 29.6 
               
               
                   
                 9.097 
                 33.4 
               
               
                   
                 12.231 
                 92.9 
               
               
                   
                 15.024 
                 16.9 
               
               
                   
                 16.074 
                 29.9 
               
               
                   
                 17.496 
                 63.6 
               
               
                   
                 18.193 
                 31.4 
               
               
                   
                 20.676 
                 35.7 
               
               
                   
                 21.453 
                 38.7 
               
               
                   
                 23.399 
                 41.6 
               
               
                   
                 24.766 
                 48.4 
               
               
                   
                 28.820 
                 21.1 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the acetate was 1:2:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 15 
                 1:2:1 
                 3.1% 
                 20.7% 
                 76.3% 
                 3.5% 
                 77.1% 
                 1:2 
               
               
                 acetate 
               
               
                   
               
            
           
         
       
     
     Example 16: Preparation of a Sulfate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The arylaminopurine derivative (7 g, 15.8 mmol) from Preparation Example 1, 7 mL of purified water, and 28 mL of acetone were added to the reactor. The mixture was heated to 40±5° C. under stirring, and sulfuric acid (1.86 g, 18.9 mmol) was added to the reactor. After completing the addition, 147 mL of acetone was added, and the reaction was continued for 1 hour while keeping the temperature at 40±5° C. Then the reaction mixture was cooled down to 10±5° C. under stirring and crystallized for 2 hours. Suction filtration was performed. The filter cake was washed with 30 mL of acetone to produce a pale yellow sulfate (7.5 g).  1 H-NMR (600 MHz, D 2 O) δ: 1.533 (d, 6H), δ: 2.894 (s, 3H), δ: 3.009 (m, 2H), δ: 3.086 (m, 2H), δ: 3.547 (d, 2H), δ: 3.634 (d, 2H), δ: 4.699 (m, 1H), δ: 6.936 (d, 2H), δ: 7.291 (d, 2H), δ: 7.929 (m, 1H), δ: 8.114 (s, 1H), δ: 8.387 (d, 1H), δ: 8.640 (m, 1H), δ: 9.217 (d, 1H). The obtained sulfate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  17   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 4.825 
                 59.1 
               
               
                   
                 7.010 
                 89.3 
               
               
                   
                 8.553 
                 46.5 
               
               
                   
                 9.183 
                 64.5 
               
               
                   
                 9.528 
                 96.8 
               
               
                   
                 11.644 
                 33.4 
               
               
                   
                 12.785 
                 43.3 
               
               
                   
                 13.556 
                 82.2 
               
               
                   
                 15.743 
                 72.1 
               
               
                   
                 17.576 
                 45.9 
               
               
                   
                 18.612 
                 100 
               
               
                   
                 20.504 
                 61.7 
               
               
                   
                 21.565 
                 77.2 
               
               
                   
                 23.753 
                 42.9 
               
               
                   
                 25.697 
                 98.8 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the sulfate was 1:1:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 16 
                 1:1:1 
                 3.2% 
                 17.5% 
                 79.3% 
                 3.4% 
                 74.1% 
                 N/A 
               
               
                 sulfate 
               
               
                   
               
            
           
         
       
     
     Example 17: Preparation of a Sulfate of the Arylaminopurine Derivative 
     
       
         
         
             
             
         
       
     
     The preparation process of Example 16 was repeated except for changing the amount of succinic acid to (3.71 g, 37.9 mmol), and a pale yellow succinate (10.0 g) was obtained.  1 H-NMR (600 MHz, D 2 O) δ: 1.600 (d, 6H), δ: 2.957 (s, 3H), δ: 3.243 (m, 4H), δ: 3.644 (d, 2H), δ: 3.829 (d, 2H), δ: 4.757 (m, 1H), δ: 7.208 (d, 2H), δ: 7.294 (d, 2H), δ: 8.014 (m, 1H), δ: 8.155 (s, 1H), δ: 8.485 (d, 1H), δ: 8.685 (m, 1H), δ: 9.217 (d, 1H). The obtained sulfate exhibited good crystallinity, and its XRPD characterization pattern was shown in  FIG.  18   . The main diffraction peak data were as follows: 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Peak position 2θ angle (°) 
                 Relative peak intensity % 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 8.622 
                 33.2 
               
               
                   
                 9.588 
                 78.1 
               
               
                   
                 15.681 
                 44.6 
               
               
                   
                 16.519 
                 14.5 
               
               
                   
                 17.129 
                 31.1 
               
               
                   
                 19.269 
                 50.0 
               
               
                   
                 20.033 
                 49.8 
               
               
                   
                 21.862 
                 29.5 
               
               
                   
                 23.467 
                 21.6 
               
               
                   
                 24.352 
                 16.5 
               
               
                   
                 26.649 
                 100 
               
               
                   
               
            
           
         
       
     
     It could be inferred from the calculation of the free base content by HPLC, the determination of the water content, and the hydrogen ratio in  1 H-NMR of the nuclear magnetic resonances (see the table below) that the base/acid/H 2 O of the sulfate was 1:2:1. 
     
       
         
           
               
               
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                   
                   
                   
                 Acid:base 
               
               
                   
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Theoretical 
                 Measured 
                 Measured 
                 hydrogen atom 
               
               
                   
                 ratio 
                 water content 
                 acid content 
                 base content 
                 water content 
                 base content 
                 number ratio 
               
               
                 Name 
                 (base/acid/H 2 O) 
                 (%) 
                 (%) 
                 (%) 
                 (%) 
                 (%, HPLC) 
                 ( 1 H-NMR) 
               
               
                   
               
             
            
               
                 Example 17 
                 1:2:1 
                 2.7% 
                 29.8% 
                 67.5% 
                 3.5% 
                 68.0% 
                 N/A 
               
               
                 sulfate 
               
               
                   
               
            
           
         
       
     
     Test Example 1: DSC and TGA Tests 
     The salts obtained in Examples 1 and 3-17 and the compound represented by Formula 1 were subjected to the DSC and TGA tests in media, and the test results were shown in the following table: 
     
       
         
           
               
               
               
               
             
               
                   
               
               
                 Example 
                 Salt 
                 DSC 
                 TGA 
               
               
                   
               
             
            
               
                 Example 1 
                 Hydrochloride 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG. 
                 starting to lose the acid at about 
               
               
                   
                   
                 19) 
                 140° C. (see FIG. 19) 
               
               
                 Example 3 
                 Mesylate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 20) 
                 120° C. (see FIG. 21) 
               
               
                 Example 4 
                 Mesylate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 22) 
                 220° C. (see FIG. 23) 
               
               
                 Example 5 
                 Mesylate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 24) 
                 190° C. (see FIG. 25) 
               
               
                 Example 6 
                 L-Malate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 26) 
                 170° C. (see FIG. 26) 
               
               
                 Example 7 
                 L-Tartrate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 27) 
                 180° C. (see FIG. 27) 
               
               
                 Example 8 
                 L-Tartrate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 28) 
                 180° C. (see FIG. 28) 
               
               
                 Example 9 
                 L-Tartrate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 29) 
                 170° C. (see FIG. 29) 
               
               
                 Example 10 
                 Oxalate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 30) 
                 170° C. (see FIG. 30) 
               
               
                 Example 11 
                 Oxalate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 31) 
                 220° C. (see FIG. 31) 
               
               
                 Example 12 
                 Succinate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 32) 
                 140° C. (see FIG. 33) 
               
               
                 Example 13 
                 Succinate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 34) 
                 140° C. (see FIG. 35) 
               
               
                 Example 14 
                 Acetate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 36) 
                 80° C. (see FIG. 37) 
               
               
                 Example 15 
                 Acetate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 38) 
                 80° C. (see FIG. 39) 
               
               
                 Example 16 
                 Sulfate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 40) 
                 240° C. (See FIG. 40) 
               
               
                 Example 17 
                 Sulfate 
                 Easy to lose the water of 
                 Starting to lose the water of 
               
               
                   
                   
                 crystallization and the acid, no 
                 crystallization at about 40° C.; 
               
               
                   
                   
                 obvious melting point (see FIG.  
                 starting to lose the acid at about 
               
               
                   
                   
                 41) 
                 210° C. (see FIG. 41) 
               
            
           
           
               
               
               
            
               
                 The compound represented  
                 Starting to melt at about 150° C. 
                 Starting to decompose at about 
               
               
                 by Formula 1 
                 and decompose at about 155° C. 
                 155° C. (see FIG. 42) 
               
            
           
           
               
               
               
               
            
               
                   
                   
                 (see FIG. 42) 
                   
               
               
                   
               
            
           
         
       
     
     Test Example 2: Solubility Test 
     The salts obtained in Examples 1 and 3-17 and the compound represented by Formula 1 were subjected to the solubility test in media and the test results were shown in the following table: 
     
       
         
           
               
               
               
            
               
                   
               
               
                   
                   
                 Solubility (25° C., mg/mL) 
               
            
           
           
               
               
               
               
               
               
            
               
                   
                   
                 Water  
                 Water medium 
                 Water medium 
                 Water medium 
               
               
                 Example 
                 Salt 
                 medium 
                 pH = 1.2 
                 pH = 4.5 
                 pH = 6.8 
               
               
                   
               
            
           
           
               
               
               
               
               
               
            
               
                 Example 1 
                 Hydrochloride 
                 40.41 
                 33.89 
                 47.27 
                 50.62 
               
               
                 Example 3 
                 Mesylate 
                 212.73 
                 360.00 
                 207.53 
                 153.30 
               
               
                 Example 4 
                 Mesylate 
                 &gt;1000 
                 &gt;1000 
                 &gt;1000 
                 &gt;1000 
               
               
                 Example 5 
                 Mesylate 
                 &gt;1000 
                 &gt;1000 
                 &gt;1000 
                 &gt;1000 
               
               
                 Example 6 
                 L-Malate 
                 9.68 
                 54.70 
                 14.59 
                 12.05 
               
               
                 Example 7 
                 L-Tartrate 
                 6.91 
                 43.07 
                 6.51 
                 12.24 
               
               
                 Example 8 
                 L-Tartrate 
                 9.74 
                 36.41 
                 14.36 
                 10.46 
               
               
                 Example 9 
                 L-Tartrate 
                 10.50 
                 44.51 
                 15.17 
                 11.48 
               
               
                 Example 10 
                 Oxalate 
                 2.49 
                 66.52 
                 13.98 
                 6.36 
               
               
                 Example 11 
                 Oxalate 
                 27.78 
                 87.38 
                 16.13 
                 8.61 
               
               
                 Example 12 
                 Succinate 
                 3.09 
                 42.39 
                 2.70 
                 0.14 
               
               
                 Example 13 
                 Succinate 
                 5.06 
                 59.71 
                 8.42 
                 1.12 
               
               
                 Example 14 
                 Acetate 
                 0.04 
                 41.47 
                 0.72 
                 0.03 
               
               
                 Example 15 
                 Acetate 
                 63.57 
                 96.58 
                 45.67 
                 27.84 
               
               
                 Example 16 
                 Sulfate 
                 76.59 
                 129.50 
                 90.03 
                 90.09 
               
               
                 Example 17 
                 Sulfate 
                 16.51 
                 33.29 
                 21.64 
                 31.39 
               
            
           
           
               
               
               
               
               
            
               
                 The compound represented  
                 0.05 
                 12.60 
                 0.57 
                 0.04 
               
               
                 by Formula 1 
                   
                   
                   
                   
               
               
                   
               
            
           
         
       
     
     Test Example 3: Accelerated Stability Test 
     Appropriate amounts of the salt samples obtained from Examples 1 and 3-17 were placed at a temperature of 25±2° C. under 0%±5% RH in an open environment for 10 days and at a temperature of 40±2° C. under 75%±5% RH in an open environment for 10 days respectively to perform the accelerated tests, and the results were as follows: 
     
       
         
           
               
               
               
               
            
               
                   
               
               
                   
                   
                 Placed at 25 ± 2° C. under  
                 Placed at 40 ± 2° C. under 
               
               
                   
                   
                 0% ± 5% RH in an open  
                 75% ± 5% RH in an open 
               
               
                   
                   
                 environment for 10 days 
                 environment for 10 days 
               
            
           
           
               
               
               
               
               
               
            
               
                 Example 
                 Salt 
                 Appearance 
                 Crystal Form 
                 Appearance 
                 Crystal Form 
               
               
                   
               
               
                 Example 
                 Hydrochloride 
                 Pale yellow or 
                 Keeping consistent 
                 Pale yellow or 
                 Keeping 
               
               
                 1 
                   
                 yellow solid 
                 before and after 
                 yellow solid 
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Mesylate 
                 Pale yellow or 
                 Keeping consistent 
                 Pale yellow or 
                 Keeping 
               
               
                 3 
                   
                 yellow solid 
                 before and after 
                 yellow solid 
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Mesylate 
                 Liquid 
                 N/a 
                 Liquid 
                 N/A 
               
               
                 4 
                   
                   
                   
                   
                   
               
               
                 Example 
                 Mesylate 
                 Liquid 
                 N/a 
                 Liquid 
                 N/A 
               
               
                 5 
                   
                   
                   
                   
                   
               
               
                 Example 
                 L-Malate 
                 Yellow solid 
                 Keeping consistent 
                 Yellow solid 
                 Keeping 
               
               
                 6 
                   
                   
                 before and after 
                   
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 L-Tartrate 
                 Yellow solid 
                 Keeping consistent 
                 Yellow solid 
                 Keeping 
               
               
                 7 
                   
                   
                 before and after 
                   
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 L-Tartrate 
                 Pale yellow 
                 Keeping consistent 
                 Pale yellow 
                 Keeping 
               
               
                 8 
                   
                 solid 
                 before and after 
                 solid 
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 L-Tartrate 
                 Pale yellow 
                 Keeping consistent 
                 Pale yellow 
                 Keeping 
               
               
                 9 
                   
                 solid 
                 before and after 
                 solid 
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Oxalate 
                 Yellow solid 
                 Keeping consistent 
                 Yellow solid 
                 Keeping 
               
               
                 10 
                   
                   
                 before and after 
                   
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Oxalate 
                 Yellow solid 
                 Keeping consistent 
                 Yellow solid 
                 Keeping 
               
               
                 11 
                   
                   
                 before and after 
                   
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Succinate 
                 Pale yellow 
                 Keeping consistent 
                 Pale yellow 
                 Keeping 
               
               
                 12 
                   
                 solid 
                 before and after 
                 solid 
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Succinate 
                 Pale yellow 
                 Keeping consistent 
                 Pale yellow 
                 Keeping 
               
               
                 13 
                   
                 solid 
                 before and after 
                 solid 
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Acetate 
                 Off-white solid 
                 Keeping consistent 
                 Off-white solid 
                 Keeping 
               
               
                 14 
                   
                   
                 before and after 
                   
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Acetate 
                 Off-white solid 
                 Keeping consistent 
                 Off-white solid 
                 Keeping 
               
               
                 15 
                   
                   
                 before and after 
                   
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Sulfate 
                 Pale yellow 
                 Keeping consistent 
                 Pale yellow 
                 Keeping 
               
               
                 16 
                   
                 solid 
                 before and after 
                 solid 
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                 Example 
                 Sulfate 
                 Pale yellow 
                 Keeping consistent 
                 Pale yellow 
                 Keeping 
               
               
                 17 
                   
                 solid 
                 before and after 
                 solid 
                 consistent before 
               
               
                   
                   
                   
                 being placed 
                   
                 and after being 
               
               
                   
                   
                   
                   
                   
                 placed 
               
               
                   
               
            
           
         
       
     
     Test Example 4: Hygroscopicity Test 
     Appropriate amounts of the salt samples obtained from Examples 1 and 3-17 were subjected to the hygroscopicity test at a temperature of 25±1° C. under a relative humidity of 80%±2%, and the results were as follows: 
     
       
         
           
               
               
               
            
               
                   
               
               
                   
                   
                 Result of hygroscopicity test  
               
               
                   
                   
                 (DVS, 80% RH) 
               
            
           
           
               
               
               
               
            
               
                   
                   
                 Weight gain due 
                   
               
               
                 Example 
                 Salt 
                 to hygroscopicity 
                 Hygroscopicity 
               
               
                   
               
               
                 Example 1 
                 Hydrochloride 
                  0.7% 
                 Slightly hygroscopic 
               
               
                 Example 3 
                 Mesylate 
                  5.86% 
                 Hygroscopic 
               
               
                 Example 4 
                 Mesylate 
                  6.94% 
                 Hygroscopic 
               
               
                 Example 5 
                 Mesylate 
                 19.62% 
                 Very hygroscopic 
               
               
                 Example 6 
                 L-Malate 
                  1.02% 
                 Slightly hygroscopic 
               
               
                 Example 7 
                 L-Tartrate 
                  1.19% 
                 Slightly hygroscopic 
               
               
                 Example 8 
                 L-Tartrate 
                  1.43% 
                 Slightly hygroscopic 
               
               
                 Example 9 
                 L-Tartrate 
                  1.43% 
                 Slightly hygroscopic 
               
               
                 Example 10 
                 Oxalate 
                  0.54% 
                 Slightly hygroscopic 
               
               
                 Example 11 
                 Oxalate 
                  0.68% 
                 Slightly hygroscopic 
               
               
                 Example 12 
                 Succinate 
                  0.11% 
                 Not or nearly not  
               
               
                   
                   
                   
                 hygroscopic 
               
               
                 Example 13 
                 Succinate 
                  0.05% 
                 Not or nearly not  
               
               
                   
                   
                   
                 hygroscopic 
               
               
                 Example 14 
                 Acetate 
                  1.59% 
                 Slightly hygroscopic 
               
               
                 Example 15 
                 Acetate 
                  2.59% 
                 Hygroscopic 
               
               
                 Example 16 
                 Sulfate 
                  7.67% 
                 Hygroscopic 
               
               
                 Example 17 
                 Sulfate 
                  1.34% 
                 Slightly hygroscopic 
               
            
           
           
               
               
               
            
               
                 The compound represented  
                  0.45% 
                 Slightly hygroscopic 
               
               
                 by Formula 1 
               
               
                   
               
            
           
         
       
     
     Test Example 5: Long-Term Stability Test 
     An appropriate amount of the salt sample obtained from Example 1 was taken, a medicinal low-density polyethylene sack was used as the internal packaging, and a polyester/aluminum/polyethylene composite bag for medicine packaging was used as the external packaging. Samples were taken respectively at the end of the 3rd, 6th, 9th, 12th, and 18th months after being stored at a temperature of 25±2° C. under a relative humidity of 60%±5%. The appearances were compared, followed by measuring other investigation indexes. The results were compared with those measured in the 0th month. The test results were shown in the following table: 
     
       
         
           
               
               
               
               
               
               
             
               
                   
               
               
                   
                   
                   
                   
                 Related 
                   
               
               
                   
                   
                 Moisture 
                   
                 substances  
                 Content 
               
               
                 Time 
                 Character 
                 (%) 
                 Acidity 
                 (%) 
                 (%) 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
               
               
               
            
               
                  0 Month 
                 Yellow crystalline 
                 13.9 
                 3.1 
                 0.33 
                 100.9 
               
               
                   
                 powder 
                   
                   
                   
                   
               
               
                  3 Month 
                 Yellow crystalline  
                 13.9 
                 3.3 
                 0.34 
                 100.4 
               
               
                   
                 powder 
                   
                   
                   
                   
               
               
                  6 Month 
                 Yellow crystalline  
                 14.3 
                 3.3 
                 0.34 
                 100.8 
               
               
                   
                 powder 
                   
                   
                   
                   
               
               
                  9 Month 
                 Yellow crystalline  
                 14.3 
                 3.3 
                 0.31 
                 101.7 
               
               
                   
                 powder 
                   
                   
                   
                   
               
               
                 12 Month 
                 Yellow crystalline  
                 13.9 
                 3.3 
                 0.34 
                 99.6 
               
               
                   
                 powder 
                   
                   
                   
                   
               
               
                 18 Month 
                 Yellow crystalline  
                 14.2 
                 3.3 
                 0.26 
                 100.2 
               
               
                   
                 powder 
                   
                   
                   
                   
               
               
                   
               
            
           
         
       
     
     Test Example 6: Biological Activity Test 
     The salt sample obtained from Example 1 was tested according to the kinase inhibitory activity test described in the biological assessment of the patent application WO2011/147066. The test results showed that the sample could inhibit the activities of FLT3, EGFR, Abl, Fyn, Hck, Lck, Lyn, Ret, Yes, VEGFR2, ALK, BTK, c-KIT, c-SRC, FGFR1, KDR, MET and PDGFRα kinases, and the test results for some kinases were shown in the following table. 
     
       
         
           
               
               
               
             
               
                   
               
               
                   
                 Kinase 
                 IC 50  (nM) 
               
               
                   
               
             
            
               
                   
               
            
           
           
               
               
               
            
               
                   
                 FLT3(h) 
                 26 
               
               
                   
                 FLT3-ITD(h) 
                 3-10 
               
               
                   
                 EGFR(h) 
                 42 
               
               
                   
                 Abl(h) 
                 25 
               
               
                   
                 Fyn(h) 
                 34 
               
               
                   
                 Hck(h) 
                 93 
               
               
                   
                 Lck(h) 
                 37 
               
               
                   
                 Lyn(h) 
                 7 
               
               
                   
                 Ret(h) 
                 10 
               
               
                   
                 Yes 
                 4 
               
               
                   
                 c-SRC(h) 
                 176 
               
               
                   
                 FGFRl(h) 
                 247 
               
               
                   
                 KDR(h) 
                 323 
               
               
                   
               
            
           
         
       
     
     The salt sample obtained from Example 1 was tested (specifically for FLT3-ITD acute myeloid leukemia, non-small cell lung cancer with EGFR activating mutations, or Ph-positive chronic myeloid leukemia) according to the in-vivo anti-tumor test described in the biological assessment of the patent application WO2011/147066. The test result showed that, in the MV4-11 (FLT3-ITD mutation) subcutaneous tumor model test (with reference to the model established in Assay 4 of WO2011/147066), the sample (once daily oral administration for 21 days) could completely inhibit the tumor growth at the administration dose of 5 mg/kg, and could cause the complete regression of the tumor at the administration doses of 10 mg/kg and 20 mg/kg. In the non-small cell lung cancer model (with reference to the model established in Assay 3 of WO2011/147066), the sample could dose-dependently inhibit the growth of human non-small cell lung cancer HCC827: the tumor shrinkage (compared with the initial tumor) was caused in three dose groups of 7.5 mg/kg, 15 mg/kg and 30 mg/kg (once daily oral administration for 30 days), wherein the 30 mg/kg group could cause the nearly complete regression of the tumor. In the K562 (BCR-Abl gene rearrangement) subcutaneous tumor model test (a model established similarly to the MV4-11 subcutaneous tumor model), the sample (once daily oral administration for 18 days) could effectively inhibit the tumor growth at the administration dose of 70 mg/kg, and the tumor inhibition rate reached 71.3%. 
     The present disclosure provides the following technical solutions, but the present invention is not limited thereto, and the protection scope of the present invention is determined according to the scope defined by the claims: 
     Technical Solution 1 
     A salt of the arylaminopurine derivative, wherein said salt is represented by Formula 2: 
     
       
         
         
             
             
         
       
     
     wherein, 
     HA is an acid; 
     H 2 O is the water of crystallization; 
     m is an integer or half-integer from 1 to 4; 
     n is an integer or half-integer from 0 to 5. 
     Technical Solution 2 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the acid is selected from a group consisting of hydrochloric acid, methanesulfonic acid, L-malic acid, L-tartaric acid, oxalic acid, succinic acid, acetic acid, or sulfuric acid; preferably hydrochloric acid, L-malic acid, L-tartaric acid, oxalic acid, succinic acid, acetic acid, or sulfuric acid; more preferably hydrochloric acid, L-malic acid, L-tartaric acid, oxalic acid, succinic acid or acetic acid; further preferably hydrochloric acid. 
     Technical Solution 3 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the salt is a hydrochloride represented by Formula 3: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is a hydrochloride represented by Formula 3′: 
     
       
         
         
             
             
         
       
     
     preferably, 
     the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.5±0.2°, 11.8±0.2°, 19.6±0.2°, 25.2±0.2°, 27.2±0.2° as measured with CuKα radiation; 
     or, the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.5±0.2°, 11.8±0.2°, 12.6±0.2°, 19.6±0.2°, 20.0±0.2°, 23.7±0.2°, 25.2±0.2°, 27.2±0.2° as measured with CuKα radiation; 
     or, the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.3±0.2°, 8.5±0.2°, 9.0±0.2°, 11.8±0.2°, 12.6±0.2°, 14.3±0.2°, 18.1±0.2°, 19.6±0.2°, 20.0±0.2°, 21.1±0.2°, 21.9±0.2°, 23.7±0.2°, 25.2±0.2°, 26.1±0.2°, 27.2±0.2° as measured with CuKα radiation; 
     or, the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.3±0.2°, 8.5±0.2°, 9.1±0.2°, 11.8±0.2°, 12.6±0.2°, 14.3±0.2°, 18.1±0.2°, 19.6±0.2°, 20.0±0.2°, 21.1±0.2°, 21.9±0.2°, 23.7±0.2°, 25.2±0.2°, 26.1±0.2°, 27.2±0.2° as measured with CuKα radiation; 
     or, the hydrochloride represented by Formula 3 or Formula 3′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  1    or  FIG.  3   , as measured with CuKα radiation; 
     or, the single crystal of the hydrochloride represented by Formula 3 or Formula 3′, as measured with CuKα radiation, belongs to the triclinic system, space group P 1 , and has the unit cell parameters: {a=7.04142(7) {acute over (Å)}, b=12.15291(7) {acute over (Å)}, c=18.13188(10) {acute over (Å)}, α=93.2215(5)°, β=95.3039(6)°, γ=91.9554(6)°, V=1541.32(2) {acute over (Å)} 3 }. 
     Technical Solution 4 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the salt is a mesylate represented by Formula 4, Formula 5, or Formula 6: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is a mesylate represented by Formula 4′, Formula 5′, or Formula 6′: 
     
       
         
         
             
             
         
       
     
     preferably, 
     the mesylate represented by Formula 4 or Formula 4′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.8±0.2°, 15.1±0.2°, 16.3±0.2°, 21.0±0.2°, 25.0±0.2° as measured with CuKα radiation; 
     or, the mesylate represented by Formula 4 or Formula 4′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.8±0.2°, 8.6±0.2°, 10.7±0.2°, 12.6±0.2°, 13.1±0.2°, 13.4±0.2°, 15.1±0.2°, 16.3±0.2°, 17.7±0.2°, 19.0±0.2°, 19.9±0.2°, 21.0±0.2°, 25.0±0.2° as measured with CuKα radiation; 
     or, the mesylate represented by Formula 4 or Formula 4′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  4   , as measured with CuKα radiation; 
     or preferably, 
     the mesylate represented by Formula 5 or Formula 5′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.1±0.2°, 6.4±0.2°, 17.4±0.2°, 18.9±0.2°, 19.3±0.2°, 24.4±0.2°, 26.4±0.2° as measured with CuKα radiation; 
     or, the mesylate represented by Formula 5 or Formula 5′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.1±0.2°, 6.4±0.2°, 17.5±0.2°, 18.9±0.2°, 19.3±0.2°, 24.4±0.2°, 26.4±0.2° as measured with CuKα radiation; 
     or, the mesylate represented by Formula 5 or Formula 5′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.1±0.2°, 6.4±0.2°, 11.7±0.2°, 12.4±0.2°, 16.0±0.2°, 16.6±0.2°, 16.9±0.2°, 17.4±0.2°, 18.0±0.2°, 18.9±0.2°, 19.3±0.2°, 19.9±0.2°, 20.2±0.2°, 23.4±0.2°, 24.4±0.2°, 26.4±0.2°, 27.3±0.2° as measured with CuKα radiation; 
     or, the mesylate represented by Formula 5 or Formula 5′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.1±0.2°, 6.4±0.2°, 11.7±0.2°, 12.4±0.2°, 16.0±0.2°, 16.6±0.2°, 16.9±0.2°, 17.5±0.2°, 18.0±0.2°, 18.9±0.2°, 19.3±0.2°, 19.9±0.2°, 20.2±0.2°, 23.4±0.2°, 24.4±0.2°, 26.4±0.2°, 27.3±0.2° as measured with CuKα radiation; 
     or, the mesylate represented by Formula 5 or Formula 5′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  5   , as measured with CuKα radiation; 
     or preferably, 
     the mesylate represented by Formula 6 or Formula 6′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.9±0.2°, 11.5±0.2°, 14.5±0.2°, 18.5±0.2°, 18.9±0.2° as measured with CuKα radiation; 
     or, the mesylate represented by Formula 6 or Formula 6′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.9±0.2°, 6.0±0.2°, 9.7±0.2°, 10.5±0.2°, 11.5±0.2°, 12.3±0.2°, 14.5±0.2°, 15.1±0.2°, 16.8±0.2°, 18.5±0.2°, 18.9±0.2°, 21.6±0.2°, 22.0±0.2°, 22.3±0.2°, 22.8±0.2°, 23.4±0.2°, 24.3±0.2°, 25.4±0.2°, 26.7±0.2°, 27.3±0.2° as measured with CuKα radiation; 
     or, the mesylate represented by Formula 6 or Formula 6′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  6   , as measured with CuKα radiation. 
     Technical Solution 5 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the salt is an L-malate represented by Formula 7: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is an L-malate represented by Formula 7′: 
     
       
         
         
             
             
         
       
     
     preferably, 
     the L-malate represented by Formula 7 or Formula 7′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.3±0.2°, 17.6±0.2°, 19.7±0.2°, 25.9±0.2° as measured with CuKα radiation; 
     or, the L-malate represented by Formula 7 or Formula 7′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.3±0.2°, 12.0±0.2°, 12.9±0.2°, 14.0±0.2°, 16.6±0.2°, 17.6±0.2°, 18.5±0.2°, 19.7±0.2°, 24.2±0.2°, 25.2±0.2°, 25.9±0.2°, 27.5±0.2° as measured with CuKα radiation; 
     or, the L-malate represented by Formula 7 or Formula 7′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.3±0.2°, 12.0±0.2°, 12.9±0.2°, 14.0±0.2°, 16.6±0.2°, 17.6±0.2°, 18.5±0.2°, 19.7±0.2°, 23.0±0.2°, 24.2±0.2°, 25.2±0.2°, 25.9±0.2°, 27.5±0.2° as measured with CuKα radiation; 
     or, the L-malate represented by Formula 7 or Formula 7′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  7   , as measured with CuKα radiation. 
     Technical Solution 6 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the salt is an L-tartrate represented by Formula 8, Formula 9, or Formula 10: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is an L-tartrate represented by Formula 8′, Formula 9′, or Formula 10′: 
     
       
         
         
             
             
         
       
     
     preferably, 
     the L-tartrate represented by Formula 8 or Formula 8′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.9±0.2°, 9.1±0.2°, 17.8±0.2°, 19.4±0.2°, 25.5±0.2° as measured with CuKα radiation; 
     or, the L-tartrate represented by Formula 8 or Formula 8′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.9±0.2°, 9.1±0.2°, 12.9±0.2°, 13.8±0.2°, 16.5±0.2°, 17.8±0.2°, 19.4±0.2°, 20.1±0.2°, 25.5±0.2°, 26.9±0.2° as measured with CuKα radiation; 
     or, the L-tartrate represented by Formula 8 or Formula 8′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  8   , as measured with CuKα radiation; 
     or preferably, 
     the L-tartrate represented by Formula 9 or Formula 9′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.5±0.2°, 14.8±0.2°, 17.1±0.2°, 18.8±0.2°, 24.6±0.2°, 26.1±0.2° as measured with CuKα radiation; 
     or, the L-tartrate represented by Formula 9 or Formula 9′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.5±0.2°, 9.8±0.2°, 10.1±0.2°, 11.3±0.2°, 13.7±0.2°, 14.8±0.2°, 15.4±0.2°, 16.3±0.2°, 17.1±0.2°, 17.6±0.2°, 18.8±0.2°, 20.5±0.2°, 22.3±0.2°, 24.6±0.2°, 26.1±0.2° as measured with CuKα radiation; 
     or, the L-tartrate represented by Formula 9 or Formula 9′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  9   , as measured with CuKα radiation; 
     or preferably, 
     the L-tartrate represented by Formula 10 or Formula 10′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.3±0.2°, 8.9±0.2°, 9.5±0.2°, 14.8±0.2°, 17.7±0.2°, 21.0±0.2°, 24.0±0.2° as measured with CuKα radiation; 
     or, the L-tartrate represented by Formula 10 or Formula 10′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 8.3±0.2°, 8.9±0.2°, 9.5±0.2°, 12.5±0.2°, 13.1±0.2°, 14.8±0.2°, 16.0±0.2°, 17.7±0.2°, 18.1±0.2°, 19.2±0.2°, 21.0±0.2°, 23.6±0.2°, 24.0±0.2°, 25.3±0.2°, 26.7±0.2° as measured with CuKα radiation; 
     or, the L-tartrate represented by Formula 10 or Formula 10′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  10   , as measured with CuKα radiation. 
     Technical Solution 7 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the salt is an oxalate represented by Formula 11, or Formula 12: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is an oxalate represented by Formula 11′, or Formula 12′: 
     
       
         
         
             
             
         
       
     
     preferably, 
     the oxalate represented by Formula 11 or Formula 11′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.1±0.2°, 8.4±0.2°, 9.0±0.2°, 14.1±0.2°, 16.7±0.2°, 25.6±0.2° as measured with CuKα radiation; 
     or, the oxalate represented by Formula 11 or Formula 11′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.1±0.2°, 8.4±0.2°, 9.0±0.2°, 14.1±0.2°, 14.8±0.2°, 16.7±0.2°, 17.9±0.2°, 18.5±0.2°, 19.6±0.2°, 23.6±0.2°, 25.6±0.2° as measured with CuKα radiation; or, the oxalate represented by Formula 11 or Formula 11′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  11   , as measured with CuKα radiation; 
     or preferably, 
     the oxalate represented by Formula 12 or Formula 12′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.1±0.2°, 12.2±0.2°, 14.2±0.2°, 16.4±0.2°, 17.7±0.2°, 19.0±0.2°, 24.4±0.2° as measured with CuKα radiation; 
     or, the oxalate represented by Formula 12 or Formula 12′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.1±0.2°, 8.3±0.2°, 12.2±0.2°, 14.2±0.2°, 16.4±0.2°, 17.7±0.2°, 18.6±0.2°, 19.0±0.2°, 24.4±0.2° as measured with CuKα radiation; 
     or, the oxalate represented by Formula 12 or Formula 12′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  12   , as measured with CuKα radiation. 
     Technical Solution 8 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the salt is a succinate represented by Formula 13, or Formula 14: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is a succinate represented by Formula 13′, or Formula 14′: 
     
       
         
         
             
             
         
       
     
     preferably, 
     the succinate represented by Formula 13 or Formula 13′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.1±0.2°, 11.3±0.2°, 16.8±0.2°, 20.4±0.2°, 21.0±0.2°, 22.4±0.2° as measured with CuKα radiation; 
     or, the succinate represented by Formula 13 or Formula 13′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.1±0.2°, 18.5±0.2°, 20.4±0.2°, 21.0±0.2°, 22.4±0.2°, 27.1±0.2° as measured with CuKα radiation; 
     or, the succinate represented by Formula 13 or Formula 13′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.1±0.2°, 11.3±0.2°, 13.1±0.2°, 13.8±0.2°, 14.4±0.2°, 16.0±0.2°, 16.8±0.2°, 17.7±0.2°, 18.5±0.2°, 20.4±0.2°, 21.0±0.2°, 22.4±0.2°, 24.2±0.2°, 25.9±0.2°, 27.1±0.2° as measured with CuKα radiation; 
     or, the succinate represented by Formula 13 or Formula 13′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  13   , as measured with CuKα radiation; 
     or preferably, 
     the succinate represented by Formula 14 or Formula 14′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.2±0.2°, 17.6±0.2°, 18.4±0.2°, 19.7±0.2°, 25.8±0.2°, 27.3±0.2° as measured with CuKα radiation; 
     or, the succinate represented by Formula 14 or Formula 14′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.2±0.2°, 11.9±0.2°, 16.7±0.2°, 17.6±0.2°, 18.4±0.2°, 19.7±0.2°, 23.0±0.2°, 24.1±0.2°, 25.2±0.2°, 25.8±0.2°, 27.3±0.2° as measured with CuKα radiation; 
     or, the succinate represented by Formula 14 or Formula 14′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 7.0±0.2°, 9.2±0.2°, 11.9±0.2°, 16.7±0.2°, 17.6±0.2°, 18.4±0.2°, 19.7±0.2°, 20.3±0.2°, 23.0±0.2°, 24.1±0.2°, 25.2±0.2°, 25.8±0.2°, 27.3±0.2° as measured with CuKα radiation; 
     or, the succinate represented by Formula 14 or Formula 14′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  14   , as measured with CuKα radiation. 
     Technical Solution 9 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the salt is an acetate represented by Formula 15, or Formula 16: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is an acetate represented by Formula 15′, or Formula 16′: 
     
       
         
         
             
             
         
       
     
     preferably, 
     the acetate represented by Formula 15 or Formula 15′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 10.9±0.2°, 12.6±0.2°, 15.1±0.2°, 17.8±0.2°, 19.2±0.2°, 19.6±0.2°, 21.0±0.2°, 21.8±0.2°, 22.3±0.2°, 24.6±0.2°, 25.4±0.2° as measured with CuKα radiation; 
     or, the acetate represented by Formula 15 or Formula 15′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.3±0.2°, 8.9±0.2°, 10.9±0.2°, 11.5±0.2°, 12.2±0.2°, 12.6±0.2°, 15.1±0.2°, 17.8±0.2°, 19.2±0.2°, 19.6±0.2°, 21.0±0.2°, 21.8±0.2°, 22.3±0.2°, 24.6±0.2°, 25.4±0.2° as measured with CuKα radiation; 
     or, the acetate represented by Formula 15 or Formula 15′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  15   , as measured with CuKα radiation; 
     or preferably, 
     the acetate represented by Formula 16 or Formula 16′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.2±0.2°, 12.2±0.2°, 16.1±0.2°, 17.5±0.2°, 23.4±0.2°, 24.8±0.2° or at 2θ values of 6.2±0.2°, 12.2±0.2°, 17.5±0.2°, 21.5±0.2°, 23.4±0.2°, 24.8±0.2° as measured with CuKα radiation; 
     or, the acetate represented by Formula 16 or Formula 16′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 6.2±0.2°, 8.1±0.2°, 9.1±0.2°, 12.2±0.2°, 15.0±0.2°, 16.1±0.2°, 17.5±0.2°, 18.2±0.2°, 20.7±0.2°, 21.5±0.2°, 23.4±0.2°, 24.8±0.2°, 28.8±0.2° as measured with CuKα radiation; 
     or, the acetate represented by Formula 16 or Formula 16′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  16   , as measured with CuKα radiation. 
     Technical Solution 10 
     The salt of the arylaminopurine derivative according to technical solution 1, wherein the salt is a sulfate represented by Formula 17, or Formula 18: 
     
       
         
         
             
             
         
       
     
     n is 0, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, or 5; 
     preferably, the salt is a sulfate represented by Formula 17′, or Formula 18′: 
     
       
         
         
             
             
         
       
     
     preferably, the sulfate represented by Formula 17 or Formula 17′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.8±0.2°, 7.0±0.2°, 9.5±0.2°, 13.6±0.2°, 15.7±0.2°, 18.6±0.2°, 21.6±0.2°, 25.7±0.2° as measured with CuKα radiation; 
     or, the sulfate represented by Formula 17 or Formula 17′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.8±0.2°, 7.0±0.2°, 9.2±0.2°, 9.5±0.2°, 13.6±0.2°, 15.7±0.2°, 18.6±0.2°, 21.6±0.2°, 25.7±0.2° as measured with CuKα radiation; 
     or, the sulfate represented by Formula 17 or Formula 17′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 4.8±0.2°, 7.0±0.2°, 8.6±0.2°, 9.2±0.2°, 9.5±0.2°, 11.6±0.2°, 12.8±0.2°, 13.6±0.2°, 15.7±0.2°, 17.6±0.2°, 18.6±0.2°, 20.5±0.2°, 21.6±0.2°, 23.8±0.2°, 25.7±0.2° as measured with CuKα radiation; 
     or, the sulfate represented by Formula 17 or Formula 17′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  17   , as measured with CuKα radiation; 
     or preferably, 
     the sulfate represented by Formula 18 or Formula 18′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.6±0.2°, 9.6±0.2°, 15.7±0.2°, 19.3±0.2°, 20.0±0.2°, 21.9±0.2°, 26.6±0.2° as measured with CuKα radiation; 
     or, the sulfate represented by Formula 18 or Formula 18′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.6±0.2°, 9.6±0.2°, 15.7±0.2°, 17.1±0.2°, 19.3±0.2°, 20.0±0.2°, 26.6±0.2° as measured with CuKα radiation; 
     or, the sulfate represented by Formula 18 or Formula 18′ has an X-ray powder diffraction pattern comprising peaks at 2θ values of 8.6±0.2°, 9.6±0.2°, 15.7±0.2°, 16.5±0.2°, 17.1±0.2°, 19.3±0.2°, 20.0±0.2°, 21.9±0.2°, 23.5±0.2°, 24.4±0.2°, 26.6±0.2° as measured with CuKα radiation; 
     or, the sulfate represented by Formula 18 or Formula 18′ has an X-ray powder diffraction pattern substantially as shown in  FIG.  18   , as measured with CuKα radiation. 
     Technical Solution 11 
     A pharmaceutical composition, comprising the salt represented by Formula 2 of the arylaminopurine derivative according to any of technical solutions 1-10. 
     Technical Solution 12 
     Use of the salt represented by Formula 2 of the arylaminopurine derivative according to any of technical solutions 1-10 or the pharmaceutical composition according to technical solution 11 in manufacture of a medicament as the protein kinase inhibitor, wherein the kinase is selected from FLT3, EGFR, Abl, Fyn, Hck, Lck, Lyn, Ret, Yes, VEGFR2, ALK, BTK, c-KIT, c-SRC, FGFR1, KDR, MET or PDGFRα; 
     preferably, the medicament as the protein kinase inhibitor is an antitumor drug, the tumor is selected from non-small cell lung cancer, acute myeloid leukemia, chronic myelocytic leukemia, chronic myeloid leukemia, squamous cell carcinoma, mammary cancer, colorectal cancer, liver cancer, stomach cancer, and malignant melanoma, more preferably leukemia or lung cancer, further more preferably acute myeloid leukemia or non-small cell lung cancer, further preferably FLT3 mutation-positive acute myeloid leukemia (such as FLT3-ITD acute myeloid leukemia), Ph-positive chronic myeloid leukemia or non-small cell lung cancer with EGFR activating mutations. 
     Technical Solution 13 
     A method for preparing the salt represented by Formula 2 of the arylaminopurine derivative according to technical solution 1, which comprises a reaction of an arylaminopurine derivative represented by Formula 1 and an acid is performed in the presence of water and an organic solvent to obtain the salt represented by Formula 2 of the arylaminopurine derivative: 
     
       
         
         
             
             
         
       
     
     wherein, 
     HA is an acid; 
     H 2 O is the water of crystallization; 
     m is an integer or half-integer from 1 to 4; 
     n is an integer or half-integer from 0 to 5. 
     Technical Solution 14 
     The method for preparing the salt of the arylaminopurine derivative according to technical solution 13, wherein the molar ratio of the arylaminopurine derivative represented by Formula 1 to the acid is 1:1 to 1:4, preferably 1:1.2 to 1:3.5; 
     the reaction temperature is 0-70° C., preferably 35-45° C.; 
     the reaction is performed in the presence of the combination of water and one or more organic solvents selected from alcohols, ethers, esters, ketones, nitriles, and alkanes, preferably in the presence of C 1 -C 3  lower alcohol and water, in the presence of a ketone and water, in the presence of a nitrile and water, or the presence of ether and water, and more preferably in the presence of methanol-water, ethanol-water, isopropanol-water, tetrahydrofuran-water, dioxane-water, acetone-water or acetonitrile-water; and the ratio of the use amounts by volume of the organic solvent to water is 1:10 to 10:1, for example, 1:1 to 10:1 or 1:10 to 1:1.