Patent ID: 6686368
Filing Date: 2004-02-03
Classification: C07C,C07D

Abstract:
A compound of the formula (I):Aâ€”Qâ€”Dâ€”Eâ€”Gâ€”Jâ€”X wherein:A is phenyl, which is independently substituted with 0-2 R1 substituents; R1 is selected from halo, â€”CN, â€”C(&boxH;O)â€”N(R2, R3), â€”NO2, â€”SO2N(R2, R3), â€”SO2R2, â€”(CH2)mNR2R3, â€”(CH2)mâ€”C(&boxH;NR3)â€”R2, â€”(CH2)mâ€”C(&boxH;NR2)â€”N(R2,R3), â€”(CH2)mâ€”N(R2)â€”C(&boxH;NR2)â€”N(R2,R3), â€”(CH2)mNR2â€”C3-6heterocyclics, C1-4alkyl, C2-6alkenyl, C2-6alkynyl, C3-8cycloalkyl, C0-4alkylC3-8cycloalkyl, â€”CF3, â€”OR2, and a 5-6 membered heterocyclic system having from 1-4 heteroatoms each independently a member selected from the group consisting of N, O and S, wherein from 1-4 hydrogen atoms on the heterocyclic system may be independently replaced with a member selected from the group consisting of halo, C1-4alkyl-CN, C1-4alkyl, C2-6alkenyl, C2-6alkynyl, C3-8cycloalkyl, C0-4alkylC3-8cycloalkyl and â€”NO2; each of R2 and R3 is independently a member selected from the group consisting of â€”H, â€”ORa, â€”N(â€”Ra, â€”Rb), â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-4alkylC3-8cycloalkyl, â€”C0-4alkylphenyl and â€”C0-4alkylnaphthyl, wherein from 1-4 hydrogen atoms on the ring atoms of the phenyl and naphthyl moieties may be independently replaced with a member selected from the group consisting of halo, C1-4alkyl-CN, â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-4alkylC3-8cycloalkyl, â€”CN and â€”NO2; or R2 and R3 are taken together to form a 3-8 membered cycloalkyl or a heterocyclic ring system, wherein the heterocyclic ring system may have from 3 to 10 ring atoms, with 1 to 2 rings being in the ring system and having from 1-4 heteroatoms each independently a member selected from the group consisting of N, O and S, wherein from 1-4 hydrogen atoms on the heterocyclic ring system may be independently replaced with a member selected from the group consisting of halo, C1-4alkyl-CN, â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-4alkylC3-8cycloalkyl and â€”NO2; each of Ra and Rb is independently a member selected from the group consisting of â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-4alkylC3-8cycloalkyl can be taken together with a nitrogen atom to which they are attached to form a 3-8 heterocyclic ring system having 1-4 heteroatoms each independently a member selected from the group consisting of N, O and S, wherein from 1-4 hydrogen atoms on the heterocyclic ring system may be independently replaced with a member selected from the group consisting of halo, â€”CN, â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-4alkylC3-8cycloalkyl and â€”NO2; m is an integer of 0-2; Q is a direct link; D is a monocyclic heterocyclic ring system having from 5 to 6 ring atoms, wherein 1-3 ring atoms of the ring system are N, and wherein the ring system may be substituted from 0-2 R1a substituents; each R1a is independently a member selected from the group consisting of halo, C1-4alkyl, C2-6alkenyl, C2-6alkynyl, C3-8cycloalkyl, C0-4alkylC3-8cycloalkyl, â€”CN, â€”NO2, (CH2)nNR2aR3a, SO2NR2aR3a, SO2R2a, CF3, OR2a, and a 5-6 membered aromatic heterocycl system having from 1-4 heteroatoms each independently a member selected from the group consisting of N, O and S, wherein from 1-4 hydrogen atoms on the aromatic heterocyclic system may be independently replaced with a member selected from the group consisting of halo, C1-4alkyl, C2-6alkenyl, C2-6alkynyl, C3-8cycloalkyl, C0-4alkylC3-8cycloalkyl, â€”CN and â€”NO2; each of R2a and R3a is independently a member selected from the group consisting of â€”H, C1-4alkyl, C2-6alkenyl, C2-6alkynyl, C3-8cycloalkyl, C0-4alkylC3-8cycloalkyl, C0-4alkylphenyl and C0-4alkylnaphthyl, wherein from 1-4 hydrogen atoms on the ring atoms of the phenyl and naphthyl moieties may be independently replaced with a member selected from the group consisting of halo, C1-4alkyl, C2-6alkenyl, C2-6alkynyl, C3-8cycloalkyl, C0-4alkylC3-8cycloalkyl, â€”CN and â€”NO2; n is an integer of 0-2; E is â€”N(â€”R5)â€”C(&boxH;O)â€”; R5 is a member selected from the group consisting of H, â€”C1-6alkyl, â€”C1-6alkyloxy, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-6alkylC3-8cycloalkyl, â€”C1-4alkyl-C(&boxH;O)â€”OH, â€”C0-6alkyl-(carbocyclic aryl), â€”C0-4alkyl-(monocyclic heteroaryl) and â€”C1-4alkyl-C(&boxH;O)â€”Oâ€”C1-4alkyl, wherein from 0-4 hydrogen atoms on the ring atoms of the carbocyclic aryl moiety and the monocyclic heteroaryl moieties may be independently replaced with a member selected from the group consisting of halo, â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-4alkylC3-8cycloalkyl, â€”S(&boxH;O)2â€”OH, â€”CN, â€”CF3 and â€”NO2; G is a pyrazolyl substituted with 0-2 R1b groups; each R1b is independently a member selected from the group consisting of halo, â€”C1-6alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-6alkylC3-8cycloalkyl, â€”C1-4alkyl-C(&boxH;O)â€”OH, â€”CN, â€”COOR2b, â€”CONR2bR3b, â€”NO2, â€”S(&boxH;O)2â€”OH, â€”N(â€”R2b, â€”R3b), â€”C(&boxH;O)â€”N(â€”R2b, â€”R3b), â€”S(&boxH;O)2â€”N(â€”R2b, â€”R3b), â€”S(&boxH;O)2â€”R2b, â€”CF3, â€”Oâ€”R2b, â€”Oâ€”CH2â€”CH2â€”Oâ€”R2b, â€”Oâ€”CH2â€”C(&boxH;O)â€”Oâ€”R2b, â€”N(â€”R2b)CH2â€”CH2â€”Oâ€”R2b, â€”N(â€”CH2â€”CH2â€”Oâ€”R2b)2, â€”N(â€”R2b)â€”C(&boxH;O)â€”R3b, â€”N(â€”R2b)â€”S(&boxH;O)2â€”R3b, and a 5-6 membered heterocyclic ring having 1-4 heteroatoms each independently a member selected from the group consisting of N, O and S, wherein said heterocyclic ring is substituted with 0-4 R1bâ€² groups; alternatively, two R1b may be present on adjacent ring atoms of G and combine to form a benzene ring substituted with 0-4 R1bâ€² groups or a 5-6 membered aromatic or non-aromatic heterocyclic ring having 1-3 heteroatoms each independently a member selected from the group consisting of N, O and S, and substituted with 0-4 R1bâ€² groups; each of R2b and R3b is independently a member selected from the group consisting of â€”H, â€”C1-6alkyl, â€”C1-6alkyloxy, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-6alkylC3-8cycloalkyl and â€”C0-6alkyl-(carbocyclic aryl), wherein from 0-4 hydrogen atoms on the ring atoms of the carbocyclic aryl moiety may be independently replaced with a member selected from the group consisting of halo, â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalky â€”C0-4alkylC3-8cycloalkyl, â€”S(&boxH;O)2â€”OH, â€”CN, â€”CF3 and â€”NO2; each R1bâ€² is independently a member selected from the group consisting of halo, â€”C1-6alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-6alkylC3-8cycloalkyl, â€”C1-4alkyl-C(&boxH;O)â€”OH, â€”CN, â€”NO2, â€”S(&boxH;O)2â€”OH, â€”N(â€”R2bâ€², â€”R3bâ€²), â€”C(&boxH;O)â€”N(â€”R2bâ€², â€”R3bâ€²), â€”S(&boxH;O)2â€”N(â€”R2bâ€², â€”R3bâ€²), â€”S(&boxH;O)2â€”R2bâ€², â€”CF3, â€”Oâ€”R2bâ€², â€”Oâ€”CH2â€”CH2â€”R2bâ€², â€”Oâ€”CH2â€”C(&boxH;O)â€”Oâ€”R2bâ€², â€”N(â€”R2bâ€²)â€”CH2â€”CH2â€”Oâ€”R2bâ€², â€”N(â€”CH2â€”CH2â€”Oâ€”R2bâ€²)2, â€”N(â€”R2bâ€²)â€”C(&boxH;O)â€”R3bâ€² and â€”N(â€”R2bâ€²)â€”S(&boxH;O)2â€”R3bâ€²; each of R2bâ€² and R3bâ€² is independently a member selected from the group consisting of â€”H, â€”C1-6alkyl, â€”C1-6alkoxy, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-6alkylC3-8cycloalkyl and â€”C0-6alkyl-(carbocyclic aryl), wherein from 0-4 hydrogen atoms on the ring atoms of the carbocyclic aryl moiety may be independently replaced with a member selected from the group consisting of halo, â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloakyl, â€”C0-4alkylC3-8cycloalkyl, â€”S(&boxH;O)2â€”OH, â€”CN, â€”CF3 and â€”NO2; J is a direct link; X is naphthyl, which is substituted with 0-3 R1c groups; each R1c is independently a member selected from the group consisting of halo, â€”CF3, â€”C1-6alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-6alkylC3-8cycloalkyl, â€”C1-4alkyl-C(&boxH;O)â€”OH, â€”CF3, â€”CN, â€”NO2, â€”(CH2)zâ€”N(â€”R2c, â€”R3c), â€”C(&boxH;O)â€”N(â€”R2c, â€”R3c), â€”C(&boxH;NH)â€”N(â€”R2c, â€”R3c), â€”C(&boxH;NMe)â€”N(â€”R2c, â€”R3c), â€”S(&boxH;O)2â€”N(â€”R2c, â€”R3c), â€”S(&boxH;O)2â€”R2c, â€”S(&boxH;O)2â€”OH, â€”CF3, â€”Oâ€”R2c, â€”O(â€”CH2)zâ€”Oâ€”R2c, â€”O(â€”CH2)zâ€”C(&boxH;O)â€”Oâ€”R2c, â€”N(â€”R2c), â€”O(â€”CH2)zâ€”Oâ€”R2c, â€”N[(â€”CH2)zâ€”OR2c]2, â€”(CH2)zâ€”N(â€”R2c)â€”C(&boxH;O)â€”R3c, â€”(CH2)zâ€”N(â€”R2c)â€”S(&boxH;O)2â€”R3c, and a 5-6 membered heterocyclic ring having 1-4 heteroatoms each independently a member selected from the group consisting of N, O and S; z is an integer of 0-4; each of R2c and R3c is independently a member selected from the group consisting of â€”H, â€”C1-6alkyl, â€”C1-6alkyloxy, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalkyl, â€”C0-6alkylC3-8cycloalkyl and â€”C0-6alkyl-(carbocyclic aryl), wherein from 0-4 hydrogen atoms on the ring atoms of the carbocyclic aryl moiety may be independently replaced with a member selected from the group consisting of halo, â€”C1-4alkyl, â€”C2-6alkenyl, â€”C2-6alkynyl, â€”C3-8cycloalky â€”C0-4alkylC3-8cycloalkyl, â€”S(&boxH;O)2â€”OH, â€”CN, â€”CF3 and â€”NO2; or all pharmaceutically acceptable diastereoisomers, enantiomers or mixtures thereof, salts, hydrates or solvates thereof.