Patent ID: 6509338
Filing Date: 2003-01-21
Classification: C07D

Abstract:
A compound of formula (I): wherein;X is selected from N, CH and CR5; R1 is selected from H, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, Cl, F, Br, I, â€”CN, C1-4 haloalkyl, NH2, NH(CH3), N(CH3)2, NHC(O)CH3, N(CH3)C(O)CH3, OH, C1-4 alkoxy, SH, SCH3, S(O)CH3, and S(O)2CH3; R2 is selected from H, C1-4 alkyl, C3-6 cycloalkyl, Cl, F, Br, I, C1-4 haloalkyl, â€”CN, NH(CH3), N(CH3)2, NHC(O)CH3, N(CH3)C(O)CH3, OH, C1-4 alkoxy, SH, SCH3, S(O)CH3, and S(O)2CH3; R3 is selected from C1-10 alkyl substituted with 0-3 Ra, C2-10 alkenyl substituted with 0-3 Ra, C2-10 alkynyl substituted with 0-3 Ra, C3-8 cycloalkyl substituted with 0-3 Ra, and (C3-6 cycloalkyl)C1-4 alkyl substituted with 0-3 Ra; Ra is independently selected at each occurrence from &boxH;O, C1-6 alkyl, C3-6 cycloalkyl, Cl, F, Br, I, C1-4 haloalkyl, â€”CN, â€”OR10a, SH, â€”S(O)nR12, â€”COR13, â€”C(O)OR13, â€”OC(O)R14, â€”NR8COR13, â€”NR8CONR6R7, â€”NR8C(O)OR12, â€”NR6R7, â€”CONR6R7, aryl, heteroaryl and heterocyclyl; R4 is selected from H, C1-4 alkyl substituted with 0-1 Rb, allyl substituted with 0-1 Rc, and propargyl substituted with 0-1 Rc; Rb is selected from C3-6 cycloalkyl, â€”NR6R7, â€”OR10, â€”S(O)nR11 and â€”C(O)OR13; Rc is selected from C1-4 alkyl and C3-6 cycloalkyl; R5 is independently selected at each occurrence from C1-6 alkyl substituted with 0-2 Rd, C2-6 alkenyl substituted with 0-2 Rd, C2-6 alkynyl substituted with 0-2 Rd, C3-6 cycloalkyl substituted with 0-2 Rd, (C3-6 cycloalkyl)C1-4 alkyl substituted with 0-2 Rd, â€”NO2, Cl, F, Br, I, â€”CN, C1-4 haloalkyl, â€”NR6R7, â€”NR8COR13, â€”NR8C(O) OR12, â€”COR13, â€”OR10, â€”CONR6R7, â€”NR8CONR6R7, â€”C(O)OR10, SH, and â€”S(O)nR12; Rd is independently selected at each occurrence from C1-4 alkyl, â€”NO2, Cl, F, Br, I, â€”CN, â€”NR6R7, â€”NR8COR13, â€”NR8C(O)OR12, â€”COR13, â€”OR10, â€”CONR6R7, â€”NR8CONR6R7, â€”C(O)OR10, SH, and â€”S(O)nR12; R6 is independently selected at each occurrence from H, C1-6 alkyl, phenyl, benzyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)methyl, and C1-4 haloalkyl; R7 is independently selected at each occurrence from H, C1-6 alkyl, phenyl, benzyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)methyl, and C1-4 haloalkyl; alternatively, NR6R7 is selected from piperidine, pyrrolidine, morphbline, thiomorpholine, thiomorpholine-oxide, and thiomorpholine-dioxide, and is substituted with 0-1 Re; Re is C1-4 alkyl; alternatively, NR6R7 is piperazine substituted on the nitrogen with 0-1 Rf and substituted on a carbon with 0-1 Re; Rf is selected from C1-4 alkyl, C(O)C1-4 alkyl, C(O)benzyl, C(O)OC1-4 alkyl, C(O)O-benzyl, SO2â€”C1-4 alkyl, SO2-benzyl, and SO2-phenyl; R8 is independently at each occurrence selected from H, C1-4 alkyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)C1-4 alkyl, and benzyl; R10 is independently selected at each occurrence from H, C1-6 alkyl, phenyl, benzyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)C1-4 alkyl, (C1-4 alkoxy)C1-4 alkyl, C1-4 hydroxyalkyl, C1-4 haloalkyl, (NR6R7)C1-4 alkyl, (C1-4 alkyl)2-amino-C1-4 alkyl, and SO2â€”C1-4 alkyl; R10a is independently selected at each occurrence from H, C1-6 alkyl, C2-4 alkenyl, phenyl, benzyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)C1-4 alkyl, (C1-4 alkoxy)C1-4 alkyl, and C1-4 haloalkyl; R11 is independently at each occurrence selected from C1-4 alkyl, C1-4 haloalkyl, and C3-6 cycloalkyl; R12 is independently at each occurrence selected from C1-4 alkyl, C1-4 haloalkyl, (C1-4 alkoxy)C1-4 alkyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)C1-4 alkyl, aryl, and (aryl)C1-4 alkyl; R13 is independently at each occurrence selected from H, C1-6 alkyl, phenyl, benzyl, C3-6 cycloalkyl, and (C3-6 cycloalkyl)C1-4 alkyl; R14 is independently at each occurrence selected from C1-4 alkyl, C1-4 haloalkyl, (C1-4 alkoxy)C1-4 alkyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)C1-4 alkyl, aryl, and (aryl)C1-4 alkyl; aryl is independently at each occurrence selected from phenyl and naphthyl, and is substituted with 0-3 Rg; Rg is independently at each occurrence selected from C1-6 alkyl, C3-6 cycloalkyl, Cl, F, Br, I, C1-4 haloalkyl, cyano, nitro, â€”OR10, SH, â€”S(O)nR15, â€”COR16, â€”C(O)OR16, â€”OC(O)R17, â€”NR8COR16, â€”NR8CONR6R7, â€”NR8C(O)OR12, â€”NR6R7, and â€”CONR6R7; R15 is independently at each occurrence selected from C1-4 alkyl, C1-4 haloalkyl, (C1-4 alkoxy)C1-4 alkyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)C1-4 alkyl, phenyl, benzyl, and (phenyl)C1-4 alkyl; R16 is independently at each occurrence selected from H, C1-6 alkyl, phenyl, benzyl, C3-6 cycloalkyl, and (C3-6 cycloalkyl)C1-4 alkyl; R17 is independently at each occurrence selected from C1-4 alkyl, C1-4 haloalkyl, (C1-4 alkoxy)C1-4 alkyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)C1-4 alkyl, phenyl, benzyl, (phenyl)C1-4 alkyl, heteroaryl and (heteroaryl)C1-4 alkyl; heteroaryl is independently at each occurrence selected from pyridyl, pyrimidinyl, triazinyl, furanyl, quinolinyl, isoquinolinyl, thienyl, imidazolyl, thiazolyl, indolyl, pyrrolyl, oxazolyl, benzofuranyl, benzothienyl, benzthiazolyl, isoxazolyl, pyrazolyl, triazolyl, tetrazolyl, and indazolyl, and is substituted with 0-3 Rh; heterocyclyl is saturated or partially saturated heteroaryl, substituted with 0-3 Rh; and Rh is independently at each occurrence selected from C1-6 alkyl, C3-6 cycloalkyl, Cl, F, Br, I, C1-4 haloalkyl, cyano, nitro, â€”OR10, SH, â€”S(O)nRl5, â€”COR16, â€”C(O)OR16, â€”OC(O)R18, â€”NR8COR16, â€”NR8CONR6R7, â€”NR8C(O)OR12, â€”NR6R7, and â€”CONR6R7; R18 is independently selected at each occurrence from C1-6 alkyl, C3-6 cycloalkyl, phenyl and benzyl; n is independently at each occurrence selected from 0, 1 and 2; and, r is selected from 0, 1, 2, 3, and 4.