IP Library Granted Patent US 9,567,355
Granted Patent B2
US 9,567,355 · App. 15/240,753 · Granted Feb 14, 2017

Hepatitis C inhibitors and uses thereof

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Quick Facts
Patent No.
US 9,567,355
App. No.
15/240,753
Granted
Feb 14, 2017
Kind
B2
Abstract

This disclosure relates to: (a) compounds and salts thereof that, inter alia, inhibit HCV; (b) intermediates useful for the preparation of such compounds and salts; (c) compositions comprising such compounds and salts; (d) methods for preparing such intermediates, compounds, salts, and compositions; (e) methods of use of such compounds, salts, and compositions; and (f) kits comprising such compounds, salts, and compositions.

Claims (96)

1. A compound having formula (I), or a pharmaceutically acceptable salt thereof,

wherein:

R 1 is formula (v);

R 1a , at each occurrence, is each independently hydrogen, halogen, C 1 -C 3 alkyl, or C 1 -C 3 haloalkyl;

R 2 is C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, C 2 -C 10 haloalkenyl, C 2 -C 10 haloalkynyl, or L 2A -G 2a ;

L 2A is a bond, C 2 alkenylene, or C 2 alkynylene;

G 2a is C 6 -C 10 aryl or 5- to 10-membered heteroaryl, wherein the aryl or heteroaryl is optionally substituted with 1, 2, or 3 substituents selected from the group consisting of R 20 , L 2B -R 21 , G 2b and L 2B -G 2b ;

L 2B and L 2C , at each occurrence, are each independently C 1 -C 6 alkylene, C 2 -C 6 alkenylene, or C 2 -C 6 alkynylene;

R 20 is hydrogen, C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, C 2 -C 10 haloalkenyl, C 2 -C 10 haloalkynyl, halogen, —N(R 2a )C(O)R 2b , —C(O)N(R 2a )(R 2b ), —O—R 2b , —C(O)R 2b , —OC(O)R 2b , —CO 2 H, —CO 2 R 2b , —N(R 2a )C(O)N(R 2a )(R 2b ), —S—R 2b , —S(O) 2 R 2b , —S(O)R 2b , —SO 2 N(R 2a )(R 2b ), —N(R 2a )(R 2b ), —N(R 2a )S(O) 2 R 2b , N(R 2a )C(O)O(R 2b ), or —C(═CH 2 )R 2b ;

R 21 is —N(R 2a )C(O)R 2b , —C(O)N(R 2a )(R 2b ), —O—R 2b , —C(O)R 2b , —OC(O)R 2b , —CO 2 H, —CO 2 R 2b , —N(R 2a )C(O)N(R 2a )(R 2b ), —S—R 2b , —S(O) 2 R 2b , —S(O)R 2b , —SO 2 N(R 2a )(R 2b ), —N(R 2a )(R 2b ), —N(R 2a )S(O) 2 R 2b , N(R 2a )C(O)O(R 2b ), or —C(═CH 2 )R 2b ;

R 2a , at each occurrence, is each independently hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, or C 3 -C 8 cycloalkyl, wherein the C 3 -C 8 cycloalkyl is optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, oxo, C 1 -C 3 alkyl, and C 1 -C 3 haloalkyl;

R 2b , at each occurrence, is each independently hydrogen, C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, C 2 -C 10 haloalkenyl, C 2 -C 10 haloalkynyl, -L 2C -R 2c , G 2b or -L 2C -G 2b ;

R 2c is —N(R 2d )C(O)R 2d , —C(O)N(R 2d )(R 2d ), —O—R 2d , —C(O)R 2d , —OC(O)R 2d , —CO 2 H, —CO 2 R 2d , —N(R 2d )C(O)N(R 2d )(R 2d ), —S—R 2d , —S(O) 2 R 2d , —S(O)R 2d , —SO 2 N(R 2d )(R 2d ), —N(R 2d )(R 2d ), —N(R 2d )S(O) 2 R 2d , or N(R 2d )C(O)O(R 2d );

R 2d , at each occurrence, is each independently hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkylene-OH, or C 3 -C 8 cycloalkyl, wherein the C 3 -C 8 cycloalkyl is optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, oxo, C 1 -C 3 alkyl, and C 1 -C 3 haloalkyl;

G 2b is C 3 -C 10 cycloalkyl, C 5 -C 10 cycloalkenyl, C 6 -C 10 aryl, 3- to 10-membered heterocyclyl, or 5- to 10-membered heteroaryl, wherein G 2b is optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, C 2 -C 10 haloalkenyl, C 2 -C 10 haloalkynyl, halogen, oxo, cyano, hydroxy, —O—C 1 -C 6 alkyl, —O—C 1 -C 6 haloalkyl, —C 1 -C 3 alkylene-O—H, —C 1 -C 3 alkylene-O—C 1 -C 6 alkyl, C(O)H, —C 1 -C 3 alkylene-NH 2 , —NH 2 , —NO 2 , —C(O)C 1 -C 6 alkyl, —C(O)OC 1 -C 6 alkyl, and G 2c ;

G 2c is C 6 -C 10 aryl or 5- to 10-membered heteroaryl, wherein G 2c is optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, C 2 -C 10 haloalkenyl, C 2 -C 10 haloalkynyl, halogen, oxo, cyano, hydroxy, —O—C 1 -C 6 alkyl, —O—C 1 -C 6 haloalkyl, —C 1 -C 3 alkylene-O—H, —C 1 -C 3 alkylene-O—C 1 -C 6 alkyl, C(O)H, —C 1 -C 3 alkylene-NH 2 , —NH 2 , —NO 2 , —C(O)C 1 -C 6 alkyl, and —C(O)OC 1-C 6 alkyl;

A and B together are a bicyclic heteroaryl, wherein A is formula (vi) or formula (vii):

 or

wherein,

V 1 and V 2 are each C, or one of V 1 and V 2 is N and the other is C, and V 3 is CR 7 , NR 7 , N, O, or S; wherein, when A is (vii), V 2 is C and V 3 is N, O, or S;

R 7 is hydrogen, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, or C 3 -C 6 cycloalkyl;

is a single or double bond;

W 1 is N or CR 6 , W 2 is N or CR 5 , W 3 is N or CR 4 , and W 4 is N or CR 3 , wherein none, one or two of W 1 , W 2 , W 3 and W 4 is N;

W 5 is N or CR 6 , and W 6 is N or CR 5 , wherein none or one of W 5 and W 6 is N;

W 7 is N, O, or S;

R 3 and R 6 are each independently hydrogen, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, halogen, —OC 1 -C 3 alkyl, or —OC 1 -C 3 haloalkyl;

R 4 is hydrogen, halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, —O—C 6 alkyl, —O—C 1 -C 6 haloalkyl, cyano, —NH 2 , L 4A -OH, 5-membered heteroaryl optionally substituted with 1 or 2 alkyl or halogen, 5-membered heterocycle or —N(R 40 )(SO 2 R 4a );

R 40 is hydrogen, C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, C 2 -C 10 haloalkenyl, C 2 -C 10 haloalkynyl, C 3 -C 8 cycloalkyl, 3- to 8-membered heterocyclyl, -L 4A -G 4a , -L 4A -C(O)-L 4B -G 4a , -L 4A -O-L 4B -G 4a , -L 4A -S(O) 2 -L 4B -G 4a , -L 4A -N(R 4b )(L 4B -G 4a ), -L 4A -N(R 4b )C(O)-L 4B -G 4a , -L 4A -N(R 4b )S(O) 2 -L 4B -G 4a , or -L 4A -R 4c , wherein the C 1 -C 10 alkyl, C 2 -C 10 alkenyl, and C 2 -C 10 alkynyl are each optionally substituted with 2, 3, or 4 hydroxy substituents; and wherein the C 3 -C 8 cycloalkyl or 3- to 8-membered heterocyclyl is each optionally substituted with L 4B -G 4b and optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, oxo, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, —O—C 1 -C 3 alkyl, and —O—C 1 -C 3 haloalkyl;

L 4A is C 1 -C 10 alkylene, C 2 -C 10 alkenylene, or C 2 -C 10 alkynylene, wherein L 4A is optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of halogen, C 1 -C 6 alkyl, and C 1 -C 6 haloalkyl;

G 4a is C 3 -C 12 cycloalkyl, C 6 -C 12 aryl, 3- to 12-membered heterocyclyl, or 5- to 12-membered heteroaryl, wherein G 4a is optionally substituted with L 4C -G 4b and optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of halogen, oxo, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, —OH, —O—C 1 -C 3 alkyl, —O—C 1 -C 3 haloalkyl, thioxo, —NH 2 , —NH(C 1 -C 3 alkyl), and —N(C 1 -C 3 alkyl) 2 ;

L 4B and L 4C , at each occurrence, are each independently a bond, C 1 -C 6 alkylene, C 2 -C 6 alkenylene, or C 2 -C 6 alkynylene, wherein L 4B and L 4C are each optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of halogen, C 1 -C 6 alkyl, and C 1 -C 6 haloalkyl;

G 4b is C 3 -C 12 cycloalkyl, 3- to 12-membered heterocyclyl, C 6 -C 12 aryl, or 5- to 12-membered heteroaryl, wherein G 4b is optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of halogen, oxo, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, hydroxy, —O—C 1 -C 6 alkyl, —O—C 1 -C 6 haloalkyl, —S(O)—C 1 -C 6 alkyl, —S(O) 2 —C 1 -C 6 alkyl, —C(O)—C 1 -C 6 alkyl, C 1 -C 3 alkylene-OH, C 1 -C 3 alkylene-O—C 1 -C 3 alkyl, C 1 -C 3 alkylene-N(C 1 -C 3 alkyl) 2 , and C 1 -C 3 alkylene-(N-heterocyclyl);

R 4a and R 4b , at each occurrence, are each independently hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, or C 3 -C 8 cycloalkyl, wherein the C 3 -C 8 cycloalkyl is optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, oxo, C 1 -C 3 alkyl, and C 1 -C 3 haloalkyl;

R 4c is —O—R 4b , —OC(O)R 4b , —O—Si(C 1 -C 6 alkyl) 3 , —CN, —C(O)R 4b , —CO 2 R 4b , —C(O)N(R 4b ) 2 , —C(O)N(R 4b )S(O) 2 R 4b , —S—R 4b , —S(O) 2 R 4b , —S(O)R 4b , —SO 2 N(R 4b ) 2 , —N(R 4b ) 2 , —N(R 4b )C(O)R 4b , —N(R 4b )S(O) 2 R 4b , —C(NOH)N(R 4b ) 2 , —C(O)C(OH)(R 4b ) 2 , or —P(O)(OR 4b ) 2 ;

R 5 is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, —O—C 1 -C 6 alkyl, —O—C 1 -C 6 haloalkyl, —O—C 3 -C 6 cycloalkyl, or G 5a , wherein the C 3 -C 6 cycloalkyl groups are optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, and oxo;

G 5a is phenyl, wherein G 5a is substituted with —C(O)N(R 5a )-L 5B -G 5b , —C(O)-G 5f , or —C(O)N(R 5a )(R 5e ), and optionally substituted with 1, 2, or 3 substituents selected from the group consisting of C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, halogen, —O—R 5b , CN, —N(R 5b )C(O)R 5b , —C(O)N(R 5a )(R 5b ), —C(O)R 5b , —OC(O)R 5b , —CO 2 H, —CO 2 R 5b , —N(R 5b )C(O)N(R 5a )(R 5b ), —S—R 5b , —S(O) 2 R 5b , —S(O)R 5b , —SO 2 N(R 5a )(R 5b ), —N(R 5a )(R 5b ), —N(R 5b )S(O) 2 R 5b , N(R 5b )C(O)O(R 5b ), -L 5A -O—R 5b , -L 5A -CN, -L 5A -N(R 5b )C(O)R 5b , -L 5A -C(O)N(R 5a )(R 5b ), -L 5A -C(O)R 5b , -L 5A -OC(O)R 5b , -L 5A -CO 2 H, -L 5A -CO 2 R 5b , -L 5A -N(R 5b )C(O)N(R 5a )(R 5b ), -L 5A -S—R 5b , -L 5A -S(O) 2 R 5b , -L 5A -S(O)R 5b , -L 5A -SO 2 N(R 5a )(R 5b ), -L 5A -N(R 5a )(R 5b ), -L 5A -N(R 5b )S(O) 2 R 5b , -L 5A -N(R 5b )C(O)O(R 5b ), -G 5d , and -L 5A -G 5d ;

G 5b is C 3 -C 12 cycloalkyl, C 6 -C 12 aryl, 3- to 12-membered heterocyclyl, or 5- to 12-membered heteroaryl, wherein each G 5b is optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of oxo, halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, —O—R 5d , —CN, —N(R 5d )C(O)R 5d , —CON(R 5a )(R 5d ), —C(O)R 5d , —OC(O)R 5d , —CO 2 H, —CO 2 R 5d , —N(R 5d )C(O)N(R 5d ) 2 , —S—R 5d , —S(O) 2 R 5d , —S(O)R 5d , —SO 2 N(R 5a )(R 5d ), —N(R 5a )(R 5d ), —N(R 5d )S(O) 2 R 5d , N(R 5d )C(O)O(R 5d ), -L 5C -O—R 5d , -L 5C -CN, -L 5C -N(R 5d )C(O)R 5d , -L 5C -CON(R 5a )(R 5d ), -L 5C -C(O)R 5d , -L 5C -OC(O)R 5d , -L 5C -CO 2 H, -L 5C -CO 2 R 5d , -L 5C -N(R 5d )C(O)N(R 5d ) 2 , -L 5C -S—R 5d , -L 5C -S(O) 2 R 5d , -L 5C -S(O)R 5d , -L 5C -SO 2 N(R 5a )(R 5d ), -L 5C -N(R 5a )(R 5d ), -L 5C -N(R 5d )S(O) 2 R 5d , -L 5C -N(R 5d )C(O)O(R 5d ), G 5c , and -L 5C -G 5c ;

G 5c , at each occurrence, is each independently C 3 -C 8 cycloalkyl, C 6 -C 10 aryl, 4- to 10-membered heterocyclyl, or 5- to 10-membered heteroaryl, wherein G 5C is optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of halogen, oxo, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, —O—C 1 -C 6 alkyl, and —O—C 1 -C 6 haloalkyl;

G 5d , is at each occurrence, is each independently C 3 -C 8 cycloalkyl, C 6 -C 10 aryl, 4- to 10-membered heterocyclyl, or 5- to 10-membered heteroaryl, wherein G 5d is optionally substituted with 1, 2, 3, 4, or 5 substituents selected from the group consisting of oxo, halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, —O—R 5d , —CN, —N(R 5d )C(O)R 5d , —CON(R 5a )(R 5d ), —C(O)R 5d , —OC(O)R 5d , —CO 2 H, —CO 2 R 5d , —N(R 5d )C(O)N(R 5d ) 2 , —S—R 5d , —S(O) 2 R 5d , —S(O)R 5d , —SO 2 N(R 5a )(R 5d ), —N(R 5a )(R 5d ), —N(R 5d )S(O) 2 R 5d , N(R 5d )C(O)O(R 5d ), -L 5C -O—R 5d , -L 5C -CN, -L 5C -N(R 5d )C(O)R 5d , -L 5C -CON(R 5a )(R 5d ), -L 5C -C(O)R 5d , -L 5C -OC(O)R 5d , -L 5C -CO 2 H, -L 5C -CO 2 R 5d , -L 5C -N(R 5d )C(O)N(R 5d ) 2 , -L 5C -S—R 5d , -L 5C -S(O) 2 R 5d , -L 5C -S(O)R 5d , -L 5C -SO 2 N(R 5a )(R 5d ), -L 5C -N(R 5a )(R 5d ), -L 5C -N(R 5d )S(O) 2 R 5d , -L 5C -N(R 5d )C(O)O(R 5d ), G 5c , and -L 5C -G 5c ;

R 5a , at each occurrence, is each independently hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, or C 3 -C 8 cycloalkyl, wherein the C 3 -C 8 cycloalkyl is optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, oxo, C 1 -C 3 alkyl, and C 1 -C 3 haloalkyl;

R 5b , at each occurrence, is each independently hydrogen, C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, -L 5D -G 5e , or -L 5G -R 5c ;

R 5c , at each occurrence, is each independently —CON(R 5a )(R 5g ), —O—R 5g , —OC(O)R 5g , —CN, —C(O)R 5g , —CO 2 H, —CO 2 R 5g , —N(R 5g )C(O)N(R 5g ) 2 , —S—R 5g , —S(O) 2 R 5g , —S(O)R 5g , —SO 2 N(R 5a )(R 5g ), —N(R 5a )(R 5g ), —N(R 5g )C(O)R 5g , or —N(R 5g )S(O) 2 R 5g ;

R 5d , at each occurrence, is each independently hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, or -L 5F -G 5c ;

R 5e , at each occurrence, is each independently hydrogen, C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 10 haloalkyl, or -L 5E -R 5f ;

R 5f is —CON(R 5a )(R 5d ), —O—R 5d , —OC(O)R 5d , —CN, —C(O)R 5d , —CO 2 H, —CO 2 R 5d , —N(R 5d )C(O)N(R 5d ) 2 , —S—R 5d , —S(O) 2 R 5d , —S(O)R 5d , —SO 2 N(R 5a )(R 5d ), —N(R 5a )(R 5d ), —N(R 5d )C(O)R 5d , or —N(R 5d )S(O) 2 R 5d ;

R 5g is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, or -L 5H -G 5e ;

G 5e , at each occurrence, is each independently C 3 -C 8 cycloalkyl, C 6 -C 10 aryl, 4- to 10-membered heterocyclyl, or 5- to 10-membered heteroaryl, wherein G 5e is optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, oxo, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, —OH, —O—C 1 -C 6 alkyl, and —O—C 1 -C 6 haloalkyl;

G 5f is 4- to 10-membered heterocyclyl, wherein G 5f is optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, oxo, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, —O—C 1 -C 6 alkyl, and —O—C 1 -C 6 haloalkyl;

L 5A , at each occurrence, is each independently C 1 -C 6 alkylene or C 3 -C 8 cycloalkyl, wherein L 5A is each optionally substituted with 1, 2, 3, or 4 halogen;

L 5B is a bond, C 1 -C 6 alkylene, or C 3 -C 8 cycloalkyl, wherein L 5B is optionally substituted with 1, 2, 3, or 4 halogen and 1 or 2 hydroxy;

L 5C , at each occurrence, is each independently C 1 -C 6 alkylene or C 3 -C 8 cycloalkyl, wherein L 5C is each optionally substituted with 1, 2, 3, or 4 halogen and 1 or 2 hydroxy;

L 5D , at each occurrence, is each independently a bond, C 1 -C 6 alkylene, or C 3 -C 8 cycloalkyl, wherein L 5D is each optionally substituted with 1, 2, 3, or 4 halogen and 1 or 2 hydroxy;

L 5E , at each occurrence, is each independently C 1 -C 6 alkylene, wherein L 5E is optionally substituted with 1, 2, 3, or 4 halogen and 1 or 2 hydroxy;

L 5F , at each occurrence, is each independently bond or C 1 -C 6 alkylene, wherein L 5F is optionally substituted with 1, 2, 3, or 4 halogen and 1 or 2 hydroxy;

L 5G , at each occurrence, is each independently C 1 -C 6 alkylene, wherein L 5G is optionally substituted with 1, 2, 3, or 4 halogen and 1 or 2 hydroxy; and

L 5H , at each occurrence, is each independently a bond, C 1 -C 6 alkylene, or C 3 -C 8 cycloalkyl, wherein L 5H is each optionally substituted with 1, 2, 3, or 4 halogen and 1 or 2 hydroxy.

2. The compound or salt of claim 1 , wherein:

R 2 is L 2A -G 2a , wherein L 2A is a bond;

R 4 is hydrogen, —N(R 40 )(SO 2 R 4a ), or a 5-membered heteroaryl optionally substituted with 1 or 2 halogen or alkyl; and

R 5 is hydrogen, C 3 -C 6 cycloalkyl, —O—C 1 -C 6 alkyl, or G 5a , wherein the C 3 -C 6 cycloalkyl is optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, and oxo.

3. The compound or salt of claim 2 , wherein:

V 1 and V 2 are each C;

V 3 is O;

A is formula (vi);

W 1 is CR 6 ;

W 2 is CR 5 ;

W 3 is CR 4 ; and

W 4 is CR 3 .

4. The compound or salt of claim 1 , wherein:

R 2 is L 2A -G 2a , wherein L 2A is a bond;

R 4 is hydrogen, —N(R 40 )(SO 2 R 4a ), or a 5-membered heteroaryl optionally substituted with 1 or 2 halogen or alkyl;

R 5 is hydrogen, C 3 -C 6 cycloalkyl, —O—C 1 -C 6 alkyl, or G 5a , wherein the C 3 -C 6 cycloalkyl groups are optionally substituted with 1, 2, 3, or 4 substituents selected from the group consisting of halogen, C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, and oxo:

V 1 and V 2 are each C, or V 1 is C and V 2 is N;

V 3 is N or O;

A is formula (vi);

W 1 is CR 6 ;

W 2 is CR 5 ;

W 3 is CR 4 ; and

W 4 is CR 3 .

5. The compound or salt of claim 4 , wherein:

G 2a is phenyl, wherein the phenyl is optionally substituted with 1, 2, or 3 substituents selected from the group consisting of, R 20 , L 2B -R 21 , G 2b , and L 2B G 2b ;

R 4 is —N(R 40 )(SO 2 R 4a );

V 1 and V 2 are each C; and

V 3 is O.

6. A compound, or a pharmaceutically acceptable salt thereof, wherein the compound is:

N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methanesulfonamide.

7. A pharmaceutical composition comprising one or more compounds of claim 1 or pharmaceutically acceptable salts thereof, one or more excipients; and optionally one or more additional therapeutic agents.

8. A method of treating HCV infection, comprising administering a therapeutically effective amount of one or more compounds of claim 1 or pharmaceutically acceptable salts thereof, optionally in combination with one or more additional therapeutic agents.

9. The method of claim 8 , wherein the HCV infection is from an HCV virus of genotype 1a, 1b, 2a, 3a or 4a.

10. The method of claim 8 , wherein the HCV infection is from a mutant of an HCV virus.

11. A method for inhibiting replication of an HCV virus, comprising exposing the virus to one or more compounds of claim 1 or pharmaceutically acceptable salts thereof, optionally in combination with one or more additional therapeutic agents.

12. A pharmaceutical composition comprising the compound of claim 6 or a pharmaceutically acceptable salt thereof, one or more excipients; and optionally one or more additional therapeutic agents.

13. A method of treating HCV infection comprising administering a therapeutically effective amount of the compound of claim 6 or a pharmaceutically acceptable salt thereof, optionally in combination with one or more additional therapeutic agents.

14. The method of claim 13 , wherein the HCV infection is from an HCV virus of genotype 1a, 1b, 2a, 3a or 4a.

15. The method of claim 13 , wherein the HCV infection is from a mutant of an HCV virus.

16. A method for inhibiting replication of an HCV virus, comprising exposing the virus to the compound of claim 6 or a pharmaceutically acceptable salt thereof, optionally in combination with one or more additional therapeutic agents.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 27, 2016
From: MARING, CLARENCE J.; PRATT, JOHN K.; CARROLL, WILLIAM A.; LIU, DACHUN; BETEBENNER, DAVID A.; HUTCHINSON, DOUGLAS K.; TUFANO, MICHAEL D.; ROCKWAY, TODD W.
To: ABBVIE INC.
Reel/Frame 040772/0366 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 27, 2016
From: SCHOEN, UWE; WITTE, ANDREAS; PAHL, AXEL
To: ABBOTT PRODUCTS GMBH
Reel/Frame 040772/0391 →