Patent ID: 9120758
Filing Date: 2015-09-01
Classification: A61K,A61P,C07C,C07D,Y02P

Abstract:
1. A process for preparing a compound of formula I: or a pharmaceutically acceptable salt thereof, comprising the step of coupling a compound of formula 1 with a compound of formula 2: to produce the compound of formula I; where R R X is a —C R R or R a is 0 or 1; R b is 0 or an integer from 1 to 3; each R R R 10 is selected from —C 1-6 alkyl, —O—C 1-6 alkyl, —C 3-7 cycloalkyl, —O—C 3-7 cycloalkyl, phenyl, —O-phenyl, —NR 12 R 13 , —CH[CH(CH 3 ) 2 ]—NH 2 , —CH[CH(CH 3 ) 2 ]—NHC(O)O—C 1-6 alkyl, and —CH(NH 2 )CH 2 COOCH 3 ; and R 12 and R 13 are independently selected from H, —C 1-6 alkyl, and benzyl; or R 12 and R 13 are taken together as —(CH 2 ) 3-6 —, —C(O)—(CH 2 ) 3 —, or —(CH 2 ) 2 O(CH 2 ) 2 —; and R 31 is selected from —O—C 1-6 alkyl, —O-benzyl, and —NR 12 R 13 ; R 32 is —C 1-6 alkyl or —C 0-6 alkylene-C 6-10 aryl; R R R R R R 25 is selected from —C 1-6 alkyl, —O—C 1-6 alkyl, —C 3-7 cycloalkyl, —O—C 3-7 cycloalkyl, phenyl, —O-phenyl, —NR 27 R 28 , —CH[CH(CH 3 ) 2 ]—NH 2 , —CH[CH(CH 3 ) 2 ]—NHC(O)O—C 1-6 alkyl, and —CH(NH 2 )CH 2 COOCH 3 ; R 27 and R 28 are independently selected from H, —C 1-6 alkyl, and benzyl; or R 27 and R 28 are taken together as —(CH 2 ) 3-6 —, —C(O)—(CH 2 ) 3 —, or —(CH 2 ) 2 O(CH 2 ) 2 —; R 33 is selected from —O—C 1-6 alkyl, —O-benzyl, and —NR 27 R 28 ; and R 34 is —C 1-6 alkyl or —C 0-6 alkylene-C 6-10 aryl; R R R where each alkyl group in R 1 , R 3 , and R 4 is optionally substituted with 1 to 8 fluoro atoms; and; where the methylene linker on the biphenyl is optionally substituted with one or two —C 1-6 alkyl groups or cyclopropyl; P 1 is H or an amino-protecting group selected from t-butoxycarbonyl, trityl, benzyloxycarbonyl, 9-fluorenylmethoxycarbonyl, formyl, trimethylsilyl, and t-butyldimethylsilyl; and where the process further comprises deprotecting the compound of formula 1 when P 1 is an amino protecting group.