Patent ID: 11872225
Assignee: AGIOS PHARMACEUTICALS, INC.
Field: Pharmaceuticals (Chemistry)
Classification: CPC A  C | IPC A  C

Claim 2:
3. The method of claim 1, wherein:
Q is C6-C12 aryl, 5- to 6-membered monocyclic heteroaryl, or 8- to 12-membered bicyclic heteroaryl, each of which is substituted with 0-3 occurrences of Rc;
R1 is selected from hydrogen, —C1-C6 alkyl, —C1-C6 haloalkyl, C3-C7 monocyclic cycloalkyl and 3- to 14-membered heterocyclyl, —ORo1, —C(═O)Rc1, or a nitrogen protecting group; wherein each alkyl, cycloalkyl or heterocyclyl is substituted with 0-3 occurrences of Rd;
R2 is selected from hydrogen, halogen, —C1-C6 alkyl, —C1-C6 alkoxy, C3-C7 monocyclic cycloalkyl, C6-C12 bicyclic cycloalkyl, 3- to 14-membered heterocyclyl, C6-C12 aryl, 5- to 6-membered monocyclic heteroaryl, 8- to 12-membered bicyclic heteroaryl, wherein each alkyl, cycloalkyl, heterocyclyl, aryl and heteroaryl is substituted with 0-3 occurrences of Re, or a nitrogen protecting group when L1 is —NR3—, —NR3C(═O)—, —NR3C(═O)O—, —NR3C(R4)2—, —NR3S(═O)2—, —NR3S(═O)—, —NR3C(═O)NR3—, —NR3S(═O)2O—, or —NR3S(═O)O—, an oxygen protecting group when L1 is —O—, —OC(═O)—, —OC(═O)NR3—, —OC(R4)2—, —OS(═O)—, —OS(═O)2—, —OS(═O)2NR3—, —OS(═O)NR3—, or —OS(═O)—, or a sulfur protecting group when L1 is —S—;
R3 is selected from hydrogen, —ORo2, —C1-C6 alkyl, C3-C7 monocyclic cycloalkyl, C6-C12 bicyclic cycloalkyl, 3- to 14-membered heterocyclyl, C6-C12 aryl, 5- to 6-membered monocyclic heteroaryl, and 8- to 12-membered bicyclic heteroaryl, wherein each alkyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl is substituted with 0-3 occurrences of Rf;
R4 is selected from hydrogen, —C1-C6 alkyl, C3-C7 monocyclic cycloalkyl, and 3- to 14-membered heterocyclyl, wherein each alkyl, cycloalkyl or heterocyclyl is substituted with 0-1 occurrences of Rg;
L1 is a bond, an alkylene substituted with 0-3 occurrences of Rh, —O—, —S—, —S—CH2—, —S(═O)CH2-, —S(═O)2CH2—, —NR—, —NR3C(═O)—, —C(═O)NR3—, —C(═O)—, —OC(═O)—, —C(═O)O—, —NR3C(═O)O—, —OC(═O)NR3—, —NR3C(═O)NR3—, —OC(R4)2—, —C(R4)2O—, —NR3C(R4)2—, —C(R4)2NR3—, —S(═O)2—, —S(═O)—, —S(═O)2O—, —OS(═O)2—, —S(═O)O—, —OS(═O)—, —S(═O)2NR3—, —NR3S(═O)2—, —S(═O)NR3—, —NR3S(═O)—, —NR3S(═O)2O—, —OS(═O)2NR3—, —NR3S(═O)O—, —OS(═O)NR3—, or —S(═O)(═NR3)—, wherein the point of the attachment to R2 is on the left-hand side;
L2 is a bond, an alkylene substituted with 0-3 occurrences of Rh, —C(═O)—, —S(═O)2—or —S(═O)—, wherein the point of the attachment to Q is on the right-hand side;
each Rc is independently selected from halo, —C1-C6 alkyl, —C1-C6 haloalkyl, —C1-C6 hydroxyalkyl, —OH, —OC1—C6 alkyl, —C1-C6 aminoalkyl, —NH(C1-C6 alkyl), —N(C1-C6 alkyl)2, —C(═O)OC1—C6 alkyl, —C(═O)OH, —C(═O)C1-C6 alkyl, —C(═O)NH2, —C(═O)NH(C1-C6 alkyl), —C(═O)N(C1-C6 alkyl)2, —NHC(═O)NH2, —NHC(═O)NH(C1-C6 alkyl), —NH(C═O)N(C1-C6 alkyl)2, —NHC(═O)(C1-C6 alkyl), —N(C1-C6 alkyl)C(═O)(C1-C6 alkyl), —S(═O)2NH2, —S(═O)2NH(C1-C6 alkyl), —S(═O)2N(C1-C6 alkyl)2, —NHS(═O)2(C1-C6 alkyl), —NH2, —CN, and —NO2; or two instances of Rc attached to the same or adjacent carbon atoms, are taken together with the carbon atoms to which they are attached form a cycloalkyl or a heterocyclylC(═O)OH;
each Rd is independently selected from halo, —C1-C6 alkyl, —OH, —OC1—C6 alkyl, —NH2 and —CN;
each Re is independently selected from halo, —C1-C6 alkyl, —C1-C6 haloalkyl, —C1-C6 hydroxyalkyl, —OH, —OC1—C6 alkyl, —C1-C6 aminoalkyl, —NH(C1-C6 alkyl), —N(C1-C6 alkyl)2, —C(═O)OC1—C6 alkyl, —C(═O)OH, —C(═O)C1-C6 alkyl, —C(═O)NH2, —C(═O)NH(C1-C6 alkyl), —C(═O)N(C1-C6 alkyl)2, —NHC(═O)NH2, —NHC(═O)NH(C1-C6 alkyl), —NH(C═O)N(C1-C6 alkyl)2, —NHC(═O)(C1-C6 alkyl), —N(C1-C6 alkyl)C(═O)(C1-C6 alkyl), —S(═O)2NH2, —S(═O)2NH(C1-C6 alkyl), —S(═O)2N(C1-C6 alkyl)2, —NHS(═O)2(C1-C6 alkyl), —NH2, —CN, and —NO2; or two instances of Re attached to the same or adjacent carbon atoms, are taken together with the carbon atoms to which they are attached form a cycloalkyl or a heterocyclyl;
each Rf is independently selected from halo, —C1-C6 alkyl, —C1-C6 haloalkyl, —C1-C6 alkoxy, —OH, —NH2, —CN and —NO2;
each Rg is independently selected from halo, —C1-C6 alkyl, —C1-C6 haloalkyl, —C1-C6 alkoxy, —OH, NH2, —CN and NO2 and;
each Rh is independently selected from halo, —C1-C6 alkyl, —C1-C6 haloalkyl, —C1-C6 hydroxyalkyl, —OH, —OC1—C6 alkyl, —C1-C6 aminoalkyl, —NH(C1-C6 alkyl), —N(C1-C6 alkyl)2, —C(═O)OC1—C6 alkyl, —C(═O)OH, —C(═O)C1-C6 alkyl, —C(═O)NH2, —C(═O)NH(C1-C6 alkyl), —C(═O)N(C1-C6 alkyl)2, —NHC(═O)NH2, —NHC(═O)NH(C1-C6 alkyl), —NH(C═O)N(C1-C6 alkyl)2, —NHC(═O)(C1-C6 alkyl), —N(C1-C6 alkyl)C(═O)(C1-C6 alkyl), —S(═O)2NH2, —S(═O)2NH(C1-C6 alkyl), —S(═O)2N(C1-C6 alkyl)2, —NHS(═O)2(C1-C6 alkyl), —NH2, —CN, and —NO2, S(═O)2aryl, S(═O)2heteroaryl and ═NOH or two instances of Rh attached to the same or adjacent carbon atoms, are taken together with the carbon atoms to which they are attached form a cycloalkyl or a heterocyclyl.