Patent ID: 7541474

Claim:
A process for the preparation of a compound of formula 2, or a tautomer, stereoisomer, or pharmaceutically acceptable salt thereof: comprising reacting a compound of formula 1: with a compound of formula R 2 LG in the presence of a base and a catalyst comprising a transition metal or ion thereof, wherein X is selected from S or O; Y is selected from the group consisting of NRR′, OR, C(R) 2 R′, and SR; LG is a leaving group; R and R′ are independently selected from the group consisting of hydrogen, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 1 -C 4 )alkoxy, ( 1 -C 4 )alkoxy, (C 1 -C 4 )alkyl, (C 1 -C 8 )fluoroalkyl, (C 1 -C 8 )hydroxyalkyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 8 )heterocycloalkyl, heteroaryl, aryl, (C 3 -C 8 )cycloalkyl(C 1 -C 6 )alkyl, (C 3 -C 8 )heterocycloalkyl(C 1 -C 6 )alkyl, heteroaryl(C 1 -C 6 )alkyl and aryl(C 1 -C 6 ) alkyl; R 1 is selected from the group consisting of hydrogen, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 1 -C 4 )alkoxy(C 1 -C 4 )alkyl, (C 1 -C 8 )fluoroalkyl, (C 1 -C 8 )hydroxyalkyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 8 )heterocycloalkyl, heteroaryl, aryl, (C 3 -C 8 )cycloalkyl(C 1 -C 6 )alkyl, (C 3 -C 8 )heterocycloalkyl(C 1 -C 6 )alkyl, heteroaryl(C 1 -C 6 )alkyl and aryl(C 1 -C 6 )alkyl, NRR′, OR, and SR; R 2 is selected (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, heteroaryl, and aryl; and wherein each of R, R′, R 1 , and R 2 is optionally substituted with one or more substituents selected from the group consisting of oxo, aryl(C 1 -C 4 )alkyl, heteroaryl(C 1 -C 4 )alkyl, halo, cyano, nitro, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )fluoroalkyl, (C 2 -C 8 )hydroxyalkyl, -C(O)R a , -C(O)OR a , -NR a C(O)OR b , -OR a , -SR a , -OC(O)R a , -C(O)N(R a ) 2 , -S(O)R a , -SO 2 R a , -SO 2 N(R a ) 2 , -N(R a ) 2 and -NR a C(O)R b ; wherein R a and R b are independently selected from the group consisting of hydrogen and an unsubstituted member selected from (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 1 -C 4 )alkoxy(C 1 -C 4 )alkyl, (C 1 -C 8 )fluoroalkyl, (C 2 -C 8 )hydroxyalkyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 8 )heterocycloalkyl, heteroaryl, aryl, (C 3 -C 8 )cycloalkyl(C 1 -C 6 )alkyl, (C 3 -C 8 )heterocycloalkyl(C 1 -C 6 )alkyl, heteroaryl(C 1 -C 6 )alkyl and aryl(C 1 -C 6 )alkyl.