Patent ID: 11970479
Assignee: MERCK SHARP & DOHME LLC
Field: Organic fine chemistry (Chemistry)
Classification: CPC A  C | IPC C

Claim 9:
10. A compound which is selected from:
3-methoxy-7-(3-{1-[(1-methylcyclohexyl)methyl]-1H-pyrazol-4-yl}pyridin-2-yl)cinnoline;
7-(3-(1-(3-fluoro-3-methylbutyl)-1H-pyrazol-4-yl)-6-methylpyridin-2-yl)quinoline;
7-{3-[1-(3-fluoro-3-methylbutyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}-3-methoxycinnoline;
7-[3-(1-benzyl-1H-pyrazol-4-yl)-6-methylpyridin-2-yl]quinoline;
7-[3-(1-benzyl-1H-pyrazol-4-yl)-6-methylpyridin-2-yl]-3-methoxycinnoline;
7-{3-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}quinoline;
7-(6-methyl-3-{1-[(1-methylcyclohexyl)methyl]-1H-pyrazol-4-yl}pyridin-2-yl)-3-(trifluoromethyl)quinoline;
7-{3-[1-(cyclobutylmethyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}-3-methoxycinnoline;
7-{3-[1-(bicyclo[1.1.1]pent-1-ylmethyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}quinoline;
7-{3-[1-(bicyclo[1.1.1]pent-1-ylmethyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}-3-methoxycinnoline;
7-{6-methyl-3-[1-(4,4,4-trifluoro-3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-(3-(1-(((3r,5r,7r)-adamantan-1-yl)methyl)-1H-pyrazol-4-yl)-6-methylpyridin-2-yl)quinoline;
7-(3-(1-(((3r,5r,7r)-adamantan-1-yl)methyl)-1H-pyrazol-4-yl)-6-methylpyridin-2-yl)-3-methoxycinnoline;
7-{3-[1-(bicyclo[2.2.2]oct-1-ylmethyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}quinoline;
7-{3-[1-(bicyclo[2.2.2]oct-1-ylmethyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}-3-methoxycinnoline;
7-(3-{1-[(4,4-difluorocyclohexyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)quinoline;
7-(3-{1-[(4,4-difluorocyclohexyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)-3-methoxycinnoline;
7-(3-{1-[(4-fluorocyclohexyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)quinoline;
7-(3-{1-[(4-fluorocyclohexyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)-3-methoxycinnoline;
7-{3-[1-(2-fluorobenzyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}quinoline;
7-{3-[1-(2-fluorobenzyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}-3-methoxycinnoline;
7-(3-{1-[(4,4-difluoro-1-methylcyclohexyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)-3-methoxycinnoline;
3-methoxy-7-(6-methyl-3-{1-[(2-methyltetrahydrofuran-2-yl)methyl]-1H-pyrazol-4-yl}pyridin-2-yl)cinnoline;
3-methoxy-7-[6-methyl-3-(1-[1-(trifluoromethyl)cyclobutyl]methyl 1-1H-pyrazol-4-yl)pyridin-2-yl]cinnoline;
3-methoxy-7-(6-methyl-3-[1-[(1-methylcyclobutyl)methyl]-1H-pyrazol-4-yl]pyridin-2-yl)cinnoline;
3-methoxy-7-(6-methyl-3-[1-[(1-methylcyclopropyl)methyl]-1H-pyrazol-4-yl]pyridin-2-yl)cinnoline;
5-(1-{[1-(difluoromethyl)cyclopropyl]methyl}-1H-pyrazol-4-yl)-6-quinolin-7-ylpyridine-2-carbonitrile;
5-(1-{[1-(difluoromethyl)cyclopropyl]methyl}-1H-pyrazol-4-yl)-6-(3-methoxycinnolin-7-yl)pyridine-2-carbonitrile;
6-quinolin-7-yl-5-[1-(spiro[2.2]pent-1-ylmethyl)-1H-pyrazol-4-yl]pyridine-2-carbonitrile;
7-{6-chloro-3-[1-(3-methoxy-3-methylbutyl)-1H-pyrazol-4-yl]-5-methylpyridin-2-yl}-3-methoxycinnoline;
7-{6-chloro-3-[1-(2-methoxy-2-methylpropyl)-1H-pyrazol-4-yl]-5-methylpyridin-2-yl}-3-methoxycinnoline;
6-(3-methoxycinnolin-7-yl)-5-[1-(3-methoxy-3-methylbutyl)-1H-pyrazol-4-yl]-3-methylpyridine-2-carbonitrile;
6-(3-methoxycinnolin-7-yl)-5-[1-(2-methoxy-2-methylpropyl)-1H-pyrazol-4-yl]-3-methylpyridine-2-carbonitrile;
3-methoxy-7-{3-[1-(3-methoxy-3-methylbutyl)-1H-pyrazol-4-yl]-5,6-dimethylpyridin-2-yl}cinnoline;
3-methoxy-7-{3-[1-(2-methoxy-2-methylpropyl)-1H-pyrazol-4-yl]-5,6-dimethylpyridin-2-yl}cinnoline;
7-[3-fluoro-1-(3-fluoro-3-methylbutyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl-3-methoxycinnoline;
5-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
5-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]-6-(3-methoxycinnolin-7-yl)pyridine-2-carbonitrile;
5-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]-6-(2-methylquinolin-7-yl)pyridine-2-carbonitrile;
5-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]-6-(1,5-naphthyridin-3-yl)pyridine-2-carbonitrile;
5-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]-6-(3-fluoroquinolin-7-yl)pyridine-2-carbonitrile;
6-(3-chlorocinnolin-7-yl)-5-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]pyridine-2-carbonitrile;
6-cinnolin-7-yl-5-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]pyridine-2-carbonitrile;
6-quinolin-7-yl-5-(1-1 [1-(trifluoromethyl)cyclopropyl]methyl-1H-pyrazol-4-yl)pyridine-2-carbonitrile;
6-(3-methoxycinnolin-7-yl)-5-(1-1 [1-(trifluoromethyl)cyclopropyl]methyl 1-1H-pyrazol-4-yl)pyridine-2-carbonitrile;
5-[1-(2-hydroxy-3-methylbutyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
3-fluoro-6-quinolin-7-yl-5-(1-{[1-(trifluoromethyl)cyclopropyl]methyl}-1H-pyrazol-4-yl)pyridine-2-carbonitrile;
7-{6-methoxy-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]-6-(trifluoromethyl)pyridin-2-yl}quinoline;
7-{4-methyl-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{4-methoxy-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{5-chloro-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{5-chloro-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}-3-methoxycinnoline;
7-{6-(difluoromethyl)-3-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]pyridin-2-yl}-3-methoxycinnoline;
7-{3-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]-5-fluoropyridin-2-yl}quinoline;
2-methyl-6-quinolin-7-yl-5-(1-{[1-(trifluoromethyl)cyclopropyl]methyl}-1H-pyrazol-4-ylpyridine-3-carbonitrile;
6-(3-methoxycinnolin-7-yl)-2-methyl-5-(1-{[1-(trifluoromethyl)cyclopropyl]methyl}-1H-pyrazol-4-ylpyridine-3-carbonitrile;
5-[1-(2,2-dimethylpropyl)-5-fluoro-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
5-(5-fluoro-1-{[1-(trifluoromethyl)cyclopropyl]methyl}-1H-pyrazol-4-yl)-6-quinolin-7-ylpyridine-2-carbonitrile;
5-[1-(3-methyl-2-oxobutyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
5-[1-(2,2-difluoro-3-methylbutyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
2-chloro-7-{3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{6-chloro-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{4-chloro-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{6-fluoro-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
5-[1-(3-methylbutyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
7-{6-(3,6-dihydro-2H-pyran-4-yl)-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]-6-(1-methyl-1H-pyrazol-5-yl)pyridin-2-yl}quinoline;
7-{3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]-6-propylpyridin-2-yl}quinoline;
7-{6-(cyclopropyl)-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{5-methyl-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{6-ethenyl-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{6-ethyl-3-[1(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{6-bromo-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{6-(2-methoxyethoxy)-3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]-5-(methyl sulfanyl)pyridin-2-yl}quinoline;
3-methoxy-7-{6-methyl-3-[1-(4,4,4-trifluorobutyl)-1H-pyrazol-4-yl]pyridin-2-yl}cinnoline;
7-(3-{1-[(3,3-difluorocyclobutyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)-3-methoxycinnoline;
7-(3-{1-[2-(3,3-difluorocyclobutyl)ethyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)-3-methoxycinnoline;
3-methoxy-7-{6-methyl-3-[1-(4,5,5-trifluoropent-4-en-1-yl)-1H-pyrazol-4-yl]pyridin-2-yl}cinnoline;
3-methoxy-7-(6-methyl-3-{1-[2-(tetrahydrofuran-3-yl)ethyl]-1H-pyrazol-4-yl}pyridin-2-yl)cinnoline;
3-methoxy-7-{6-methyl-3-[1-(tetrahydrofuran-3-ylmethyl)-1H-pyrazol-4-yl]pyridin-2-yl}cinnoline;
3-methoxy-7-{6-methyl-3-[1-(spiro[3.3]hept-2-ylmethyl)-1H-pyrazol-4-yl]pyridin-2-yl}cinnoline;
3-{4-[2-(3-methoxycinnolin-7-yl)-6-methylpyridin-3-yl]-1H-pyrazol-1-yl}-2,2-dimethylpropanenitrile;
4-{4-[2-(3-methoxycinnolin-7-yl)-6-methylpyridin-3-yl]-1H-pyrazol-1-yl}-2,2-dimethylbutanenitrile;
7-(3-{1-[(1-fluorocyclohexyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)-3-methoxycinnoline;
3-methoxy-7-(6-methyl-3-{1-[(4-methyltetrahydro-2H-pyran-4-yl)methyl]-1H-pyrazol-4-yl}pyridin-2-yl)cinnoline;
6-quinolin-7-yl-5-[1-(3,3,3-trifluoro-2,2-dimethylpropyl)-1H-pyrazol-4-yl]pyridine-2-carbonitrile;
5-[1-(3,3-dimethylbutyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
5-[1-(3,3-difluoro-2,2-dimethylpropyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
6-quinolin-7-yl-5-[1-(4,4,4-trifluoro-3,3-dimethylbutyl)-1H-pyrazol-4-yl]pyridine-2-carbonitrile;
6-quinolin-7-yl-5-[1-(2,2,3,3-tetrafluoropropyl)-1H-pyrazol-4-yl]pyridine-2-carbonitrile;
7-(3-{1-[(4,4-difluoro-1-methylcyclohexyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)quinoline;
7-(3-{1-[(1-methylcyclohexyl)methyl]-1H-pyrazol-4-yl}pyridin-2-yl)quinoline;
7-{3-[1-(2-cyclobutylethyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{3-[1-(2-cyclopropylethyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
5-{1-[(1-methylcyclopropyl)methyl]-1H-pyrazol-4-yl}-6-quinolin-7-ylpyridine-2-carbonitrile;
3-methoxy-7-(6-methyl-3-{1-[(3-methyltetrahydrofuran-3-yl)methyl]-1H-pyrazol-4-yl}pyridin-2-yl)cinnoline;
7-(3-{1-[(2,2-dimethyl cyclopropyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)-3-methoxycinnoline;
7-(3-{1-[(2,2-dimethylcyclopropyl)methyl]-1H-pyrazol-4-yl}-6-methylpyridin-2-yl)quinoline;
5-{1-[(2,2-dimethylcyclopropyl)methyl]-1H-pyrazol-4-yl}-6-(3-methoxycinnolin-7-yl)pyridine-2-carbonitrile;
5-{1-[(2,2-dimethylcyclopropyl)methyl]-1H-pyrazol-4-yl}-6-quinolin-7-ylpyridine-2-carbonitrile;
5-{1-[1-(cyanomethyl)cyclopropyl]methyl-1H-pyrazol-4-yl}-6-(3-methoxycinnolin-7-yl)pyridine-2-carbonitrile;
5-{1-[1-(cyanomethyl)cyclopropyl]methyl-1H-pyrazol-4-yl}-6-quinolin-7-ylpyridine-2-carbonitrile;
7-{3-[1-(cyclohexylmethyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
7-{3-[1-(cyclohexylmethyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}-3-methoxycinnoline;
7-{3-[1-(4,4-difluorocyclohexyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}-3-methoxycinnoline;
7-{6-(difluoromethyl)-3-[1-(2,2-dimethylpropyl)-1H-pyrazol-4-yl]pyridin-2-yl}quinoline;
5-[1-(2-methylpropyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
5-{1-[(1-fluorocyclopropyl)methyl]-1H-pyrazol-4-yl}-6-quinolin-7-ylpyridine-2-carbonitrile;
6-(3-methoxycinnolin-7-yl)-5-[1-(2,2,3,3,3-pentafluoropropyl)-1H-pyrazol-4-yl]pyridine-2-carbonitrile;
5-[1-(3-hydroxy-2,2-dimethylpropyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
7-{3-[1-(2-fluoro-2-methylpropyl)-1H-pyrazol-4-yl]-6-methylpyridin-2-yl}-3-methoxycinnoline;
7-{6-(difluoromethyl)-3-[1-(2-fluoro-2-methylpropyl)-1H-pyrazol-4-yl]pyridin-2-yl}-3-methoxycinnoline;
5-{1-[(1-fluorocyclobutyl)methyl]-1H-pyrazol-4-yl}-6-quinolin-7-ylpyridine-2-carbonitrile; and
5-[1-(2,2-difluoro-3-hydroxy-3-methylbutyl)-1H-pyrazol-4-yl]-6-quinolin-7-ylpyridine-2-carbonitrile;
or a pharmaceutically acceptable salt thereof.