	US 7,566,784 B2
	Bicyclic heterocycles as kinase inhibitors
Robert M. Borzilleri, New Hope, Pa. (US); Kyoung S. Kim, North Brunswick, N.J. (US); and Zhen-Wei Cai, Belle Mead, N.J. (US)
Assigned to Bristol-Myers Squibb Company, Princeton, N.J. (US)
Filed on Apr. 25, 2005, as Appl. No. 11/113,838.
Claims priority of provisional application 60/565381, filed on Apr. 26, 2004.
Prior Publication US 2005/0239820 A1, Oct. 27, 2005
Int. Cl. C07D 487/04 (2006.01)

U.S. Cl. 546—113

11 Claims

1. A compound having formula I:

or an enantiomer, diastereomer, pharmaceutically acceptable salt, thereof, wherein:

R¹is selected from the group consisting of H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, aryl, and substituted aryl;

V is CH₂or NR⁸;

W and X are each CH;

Y is O, S, or NR⁹;

Z is —CR¹⁰R¹¹— or —(CR¹⁰R¹¹)_mNR¹²—;

m is 0 to 2;

A is:

wherein

G is CR¹⁴or N;

R³, R⁸and R¹²are independently H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, aryl, and/or substituted aryl;

R⁹is H, alkyl, substituted alkyl, CN, NO₂or SO₂Amino;

R¹⁰and R¹¹are independently H, halogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, and/or substituted aryl, or taken together to form a carbocyclic ring having from 3 to 8 atoms;

R¹³, R¹⁵, R¹⁶, R¹⁷, are independently H, halogen, NR²⁷R²⁸, OR²⁹, CO₂R³⁰, CO₂NR³¹R³², SO₂R³³, alkyl, substituted alkyl, alkenyl, substituted alkenyl, cycloalkyl, substituted cycloalkyl, aryl, and/or substituted aryl;

R¹⁴is H, halogen, NR²⁷R²⁸, COR³⁰, CONR³¹R³², SO₂R³³, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, and/or substituted aryl; and

R²⁷, R²⁸, R²⁹, R³⁰, R³¹, R³²and R³³are each independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, and/or substituted aryl;

wherein:

each of said substituted alkyl, each of said substituted alkenyl, and each of said substituted alkynyl are substituted with one or more substituents independently selected from the group consisting of alkyl, cycloalkyl, aryl, halogen, haloalkyl, alkoxy, alkylthio, hydroxy, —COOH, alkyloxycarbonyl, alkylcarbonyloxy, —NH₂, and thiol;

each of said substituted cycloalkyl is substituted with one or more substituents independently selected from the group consisting of halogen, hydroxyl, alkyl, alkoxy, —NH₂, nitro, cyano, thiol, and alkylthio; and

each of said substituted aryl is substituted with one or more substituents independently selected from the group consisting of halogen, alkyl, alkoxy, hydroxy, —COOH, alkyloxycarbonyl, nitro, trifluoromethyl, —NH₂, cyano, and thiol.