IP Library › Patent Application 18478109

Patent Application

App. No. 18/478,109

INHIBITORS OF RAF KINASES

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Patent No.: US None
App. No.: 18/478,109

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Abstract

Provided herein are inhibitors of receptor tyrosine kinase effector, RAF, pharmaceutical compositions comprising said compounds, and methods for using said compounds for the treatment of diseases.

Claims (351)

1 .- 142 . (canceled)

143 . A compound, or pharmaceutically acceptable salt or solvate thereof, selected from the group consisting of:

(S)—N-(2-Fluoro-5-(2-isopropyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

(S)—N-(5-(2,3-Dimethyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

(S)—N-(2-Fluoro-4-methyl-5-(2-(1-methylcyclopropyl)-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

N-(2-Fluoro-4-methyl-5-(2-(1-methylcyclopropyl)-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

N-(2-Fluoro-5-(2-isopropyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

N-(5-(2,3-Dimethyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

(S)—N-(2-fluoro-4-methyl-5-(8-morpholino-2-propylimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

(S)—N-(5-(2-Ethyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

(S)—N-(5-(2-(Tert-butyl)-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

(S)—N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

(S)—N-(5-(2-cyclopropyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

3-(tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-5,6-dihydropyridine-1(2H)-carboxamide;

N-(2-fluoro-5-(2-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

(S)—N-(2-fluoro-5-(3-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(perfluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(perfluoroethyl)pyrrolidine-1-carboxamide;

(S)—N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

(S)—N-(5-(2-(difluoromethyl)-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

N-(5-(2-cyclopropyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

N-(5-(2-(difluoromethyl)-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

(S)—N-(2-fluoro-5-(2-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholino-2-(trifluoromethyl)imidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide;

(S)—N-(2-fluoro-4-methyl-5-(8-morpholino-2-(trifluoromethyl)imidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

2-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyridine-4-carboxamide;

(S)—N-(2-Fluoro-4-methyl-5-(3-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-2-(trifluoromethyl)isonicotinamide;

N-(2-Fluoro-4-methyl-5-(2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-2-(trifluoromethyl)isonicotinamide;

1-tert-Butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrrole-3-carboxamide;

(S)—N-(2-Fluoro-5-(2-(2-methoxyethyl)-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

(R)—N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1-(2,2,2-trifluoroethyl)pyrrolidine-3-carboxamide;

(S)—N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1-(2,2,2-trifluoroethyl)pyrrolidine-3-carboxamide;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrrole-3-carboxamide;

2-(tert-Butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)morpholine-4-carboxamide;

1-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1-isopropyl-1H-pyrrole-3-carboxamide;

1-Cyclopropyl-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrrole-3-carboxamide;

1-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrrole-3-carboxamide;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-2-(1,1,1-trifluoro-2-methylpropan-2-yl)isonicotinamide;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-2-(1,1,1-trifluoropropan-2-yl)isonicotinamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(1-(trifluoromethyl)cyclopropyl)pyrrolidine-1-carboxamide;

2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl 2-(1-(trifluoromethyl)cyclopropyl)isonicotinate;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1-(1-methylcyclopropyl)-1H-pyrazole-4-carboxamide;

(S)—N-(5-(2-(2,2-Difluoroethyl)-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1-(trifluoromethyl)-1H-pyrrole-3-carboxamide;

1-Tert-butyl-4-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrrole-3-carboxamide;

1-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}imidazole-4-carboxamide;

(S)—N-(5-(2-(1,1-Difluoroethyl)-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

N-{2-Fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-3-(1-methylcyclopropyl)-2,5-dihydropyrrole-1-carboxamide;

N-{2-Fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-5-(trifluoromethyl)pyridine-3-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1-(1,1,1-trifluoropropan-2-yl)-1H-pyrazole-4-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(1,1,1-trifluoro-2-methylpropan-2-yl)pyrrolidine-1-carboxamide;

(R)—N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-isopropylpyrrolidine-1-carboxamide;

(S)—N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-isopropylpyrrolidine-1-carboxamide;

3-(tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)pyrrolidine-1-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(1,1,1-trifluoropropan-2-yl)pyrrolidine-1-carboxamide;

5-(1,1-Difluoroethyl)-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyridine-3-carboxamide;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-5-(2-fluoropropan-2-yl)nicotinamide;

1-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1,2,3-triazole-4-carboxamide;

3-(1,1-difluoropropan-2-yl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)pyrrolidine-1-carboxamide;

3-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2-fluoropropan-2-yl)pyrrolidine-1-carboxamide;

1-(Tert-butyl)-N-(2-fluoro-5-(3-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-1H-pyrrole-3-carboxamide;

1-(Tert-butyl)-2-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrrole-3-carboxamide;

(S)—N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide;

N-(2-fluoro-5-(3-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(1,1,1-trifluoro-2-methylpropan-2-yl)pyrrolidine-1-carboxamide;

1-Tert-butyl-5-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrazole-4-carboxamide;

N-(2-fluoro-5-(3-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(1-methylcyclopropyl)pyrrolidine-1-carboxamide;

1-(1,1-Difluoropropan-2-yl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

1-Tert-butyl-5-fluoro-N-{2-fluoro-5-[3-fluoro-8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]-4-methylphenyl}pyrazole-4-carboxamide;

2-(1,1-difluoropropan-2-yl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)isonicotinamide;

1-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-2-methyl-1H-imidazole-4-carboxamide;

1-Tert-butyl-2-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}imidazole-4-carboxamide;

3-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-4-isopropylpyrrolidine-1-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-(1-(trifluoromethyl)cyclopropyl)pyrrolidine-1-carboxamide;

1-(1,1-Difluoro-2-methylpropan-2-yl)-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrazole-4-carboxamide;

1-(1,2-Difluoro-2-methylpropyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

1-(Tert-butyl)-3-fluoro-N-(2-fluoro-5-(3-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-1H-pyrazole-4-carboxamide;

2-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)thiazole-5-carboxamide;

1-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrazole-3-carboxamide;

3-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1,2,4-oxadiazole-5-carboxamide;

3-(1-Cyclopropylethyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)pyrrolidine-1-carboxamide;

N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1-(1,1,1-trifluoro-2-methylpropan-2-yl)pyrazole-4-carboxamide;

1-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-imidazole-4-carboxamide;

1-Tert-butyl-4-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrazole-3-carboxamide;

1-(tert-Butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

1-Tert-butyl-2-fluoro-N-{2-fluoro-4-methyl-5-[2-methyl-8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}imidazole-4-carboxamide;

1-(tert-Butyl)-N-(5-(8-(3,6-dihydro-2H-pyran-4-yl)imidazo[1,2-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-5-fluoro-1H-pyrazole-4-carboxamide;

N-(2-Fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-3-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1-methyl-1H-pyrrolo[2,3-b]pyridine-4-carboxamide;

2-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1,3-thiazole-5-carboxamide;

1-Tert-butyl-5-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}imidazole-4-carboxamide;

1-(tert-Butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(7-morpholinopyrazolo[1,5-a]pyridin-5-yl)phenyl)-1H-pyrazole-4-carboxamide;

1-(tert-Butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(8-(tetrahydro-2H-pyran-4-yl)imidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

1-{Bicyclo[1.1.1]pentan-1-yl}-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrazole-4-carboxamide;

2-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1,2,3,4-tetrazole-5-carboxamide;

N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-2-(pyrrolidin-1-yl)pyridine-4-carboxamide;

2-(Dimethylamino)-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyridine-4-carboxamide;

(3R,4S)-3-Tert-butyl-4-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrrolidine-1-carboxamide;

(3R,4R)-3-Tert-butyl-4-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrrolidine-1-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-3-isopropyl-2,5-dihydro-1H-pyrrole-1-carboxamide;

1-(tert-Butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

2-{2-Azabicyclo[2.1.1]hexan-2-yl}-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyridine-4-carboxamide;

2-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1,3-oxazole-5-carboxamide;

2-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1,3-oxazole-4-carboxamide;

2-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1,2,3-triazole-4-carboxamide;

2-{Bicyclo[1.1.1]pentan-1-yl}-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyridine-4-carboxamide;

1-Tert-butyl-5-fluoro-N-{2-fluoro-4-methyl-5-[4-(morpholin-4-yl)pyrazolo[1,5-a]pyridin-6-yl]phenyl}pyrazole-4-carboxamide;

(3R)—N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1-isopropylpyrrolidine-3-carboxamide;

(3S)—N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1-isopropylpyrrolidine-3-carboxamide;

N-(1-tert-butylpyrazol-4-yl)-2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]benzamide;

N-(3-tert-butylphenyl)-2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]benzamide;

N-{2-Fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1-isopropylpyrrolo[2,3-b]pyridine-4-carboxamide;

3-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-2,5-dihydropyrrole-1-carboxamide;

1-(Tert-butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholino-[1,2,4]triazolo[4,3-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

1-(Tert-butyl)-3-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholino-[1,2,4]triazolo[4,3-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-7-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-3-carboxamide;

2-(3,3-Difluoropyrrolidin-1-yl)-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyridine-4-carboxamide;

1-Tert-butyl-5-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)-[1,2,3,4]tetrazolo[1,5-a]pyridin-6-yl]phenyl}pyrazole-4-carboxamide;

1-(tert-Butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyrazin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

4-(Tert-butyl)-3,3-difluoro-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)pyrrolidine-1-carboxamide;

5-Fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-1-(1-methylcyclopropyl)pyrrole-3-carboxamide;

1-(Tert-butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

1-Tert-butyl-3-fluoro-N-{2-fluoro-4-methyl-5-[2-methyl-8-(morpholin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl}pyrazole-4-carboxamide;

1-(tert-Butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide;

7,7-difluoro-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-4-carboxamide;

N-{2-Fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}-2-[methyl(trifluoromethyl)amino]pyridine-4-carboxamide;

N-(1-(tert-butyl)-5-fluoro-1H-pyrazol-4-yl)-2-fluoro-5-(3-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylbenzamide;

N-(1-(tert-butyl)-5-fluoro-1H-pyrazol-4-yl)-2-fluoro-4-methyl-5-(2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)benzamide;

1-(tert-Butyl)-5-fluoro-N-(2-fluoro-5-(3-fluoro-2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-1H-pyrazole-4-carboxamide;

1-(tert-Butyl)-5-fluoro-N-(3-(3-fluoro-2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-1H-pyrazole-4-carboxamide;

5-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)oxazole-2-carboxamide;

N-(5-(2-amino-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-2-fluoro-4-methylphenyl)-1-(tert-butyl)-5-fluoro-1H-pyrazole-4-carboxamide;

N-(2-(Tert-butyl)oxazol-5-yl)-2-fluoro-5-(3-fluoro-2-methyl-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylbenzamide;

4-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)oxazole-2-carboxamide;

N-(1-(tert-Butyl)-5-fluoro-1H-pyrazol-4-yl)-2-fluoro-4-methyl-5-(2-methyl-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)benzamide;

N-(2-(Tert-butyl)oxazol-5-yl)-2-fluoro-5-(3-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylbenzamide;

2-(Tert-butyl)-N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl)oxazole-5-carboxamide;

2-Tert-butyl-N-{2-fluoro-4-methyl-5-[2-methyl-8-(morpholin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl}-1,3-oxazole-4-carboxamide;

N-(2-(Tert-butyl)oxazol-5-yl)-2-fluoro-4-methyl-5-(2-methyl-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)benzamide;

2-Tert-butyl-N-{2-fluoro-4-methyl-5-[2-methyl-8-(morpholin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl}-1,2,3-triazole-4-carboxamide;

2-Tert-butyl-N-{5-[2-cyclopropyl-5-(morpholin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-2-fluoro-4-methylphenyl}-1,3-oxazole-5-carboxamide;

N-(1-(tert-Butyl)-5-fluoro-1H-pyrazol-4-yl)-2-fluoro-5-(2-isopropyl-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-4-methylbenzamide;

2-Fluoro-N-[3-fluoro-1-(1-methylcyclopropyl)pyrazol-4-yl]-4-methyl-5-[2-methyl-8-(morpholin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide; and

N-(2-fluoro-5-(3-fluoro-8-morpholinoimidazo[1,2-a]pyridin-6-yl)-4-methylphenyl)-3-(2,2,2-trifluoroethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide.

144 . The compound of claim 143 , or pharmaceutically acceptable salt or solvate thereof, wherein the compound is selected from the group consisting of:

1-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}imidazole-4-carboxamide;

1-(Tert-butyl)-2-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrrole-3-carboxamide;

1-Tert-butyl-5-fluoro-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}pyrazole-4-carboxamide;

1-(Tert-butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide; and

2-Tert-butyl-N-{5-[2-cyclopropyl-5-(morpholin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-2-fluoro-4-methylphenyl}-1,3-oxazole-5-carboxamide.

145 . The compound of claim 143 , or pharmaceutically acceptable salt or solvate thereof, wherein the compound is 1-Tert-butyl-N-{2-fluoro-4-methyl-5-[8-(morpholin-4-yl)imidazo[1,2-a]pyridin-6-yl]phenyl}imidazole-4-carboxamide.

146 . The compound of claim 143 , or pharmaceutically acceptable salt or solvate thereof, wherein the compound is 1-(Tert-butyl)-2-fluoro-N-(2-fluoro-4-methyl-5-(8-morpholinoimidazo[1,2-a]pyridin-6-yl)phenyl)-1H-pyrrole-3-carboxamide.

147 . The compound of claim 143 , or pharmaceutically acceptable salt or solvate thereof, wherein the compound is 1-(Tert-butyl)-5-fluoro-N-(2-fluoro-4-methyl-5-(2-methyl-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl)-1H-pyrazole-4-carboxamide.

148 . The compound of claim 143 , or pharmaceutically acceptable salt or solvate thereof, wherein the compound is 2-Tert-butyl-N-{5-[2-cyclopropyl-5-(morpholin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-2-fluoro-4-methylphenyl}-1,3-oxazole-5-carboxamide.

149 . A pharmaceutical composition comprising a compound, or pharmaceutically acceptable salt or solvate thereof, selected from the group consisting of: