Patent ID: 7002020

Claim:
A method of preparing combinatorial libraries of compounds of the formula Ib, comprising the steps of: a) attaching a plurality of aryl oxazolidinones to a plurality of solid supports; b) functionalizing the 4-position of the aryl groups of the attached oxazolidinones to produce an R 1 substituent; and, optionally, c) removing the oxazolidinones from the solid supports; wherein compounds of formula Ib have the structure: wherein R 2 , R 3 , R 4 and R 5 are, independently, hydrogen alkyl, heteroalkyl, heteroaryl or an electron withdrawing group; R 6 is acyl or sulfonyl; and R 1 is one of the following functional groups: C(O)NR 7 R 8 , wherein R 7 and R 8 are, independently, hydrogen, alkyl, heteroalkyl, aryl or heteroaryl; C(O)OR 9 , wherein R 9 is hydrogen, alkyl, heteroalkyl, aryl or heteroaryl; C(O)R 10 , wherein R 10 is hydrogen, alkyl, heteroalkyl, aryl or heteroaryl; SR 11 , wherein R 11 is hydrogen, alkyl, heteroalkyl, aryl or heteroaryl; S(O) 2 R 11 , wherein R 11 is hydrogen, alkyl, heteroalkyl, aryl or heteroaryl; S(O)R 11 , wherein R 11 is hydrogen, alkyl, heteroalkyl, aryl or heteroaryl; NR 12 R 13 , wherein R 12 and R 13 are, independently, hydrogen, acyl, sulfonyl, alkyl, heteroalkyl, aryl or heteroaryl; 2-oxazolyl, wherein R 14 is at the 4-position and R 15 is at the 5-position of the oxazolyl, and wherein R 14 and R 15 are, independently, hydrogen, alkyl, heteroalkyl, aryl, heteroaryl or an electron withdrawing group; 2-aminothiazolyl, wherein R 16 is at the 4-position and R 17 is at the 5-position of the thiazole, and wherein R 16 and R 17 , are, independently, hydrogen, alkyl, heteroalkyl, aryl, heteroaryl or an electron withdrawing group; CH 2 NR 18 R 19 , wherein R 18 and R 19 are, independently, hydrogen, alkyl, heteroalkyl, aryl, heteroaryl, acyl or sulfonyl; and wherein the aryl oxazolidinones in step a) comprise the structure wherein R 2 , R 3 , R4 and R 5 are defined above; Q 1 is selected from —C(O)O-PG, —S-PG, —CH(OC 1-4 alkyl) 2 , where PG is a protecting group; and Q 2 is N 3 , wherein the resin includes a carbonyl containing moiety and attaching the plurality of aryl oxazolidinones to the plurality of solid supports in step a comprises converting Q 2 to an iminophosphorane or an amine and reacting the iminophosphorane or the amine with the carbonyl moiety of the resin to form an imine.