Reacción #87433

Ecuación de reacción

2-chloro-4-(4,4-difluoropiperidin-1-yl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

cesium carbonate

2-(dicyclohexylphosphino)biphenyl

→

title compound

4-(4,4-Difluoropiperidin-1-yl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-2-amine

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered through a short silica gel plug which
2. 2
   Lavadowas washed with 10% solution of methanol in ethyl acetate (75 mL)
3. 3
   ConcentraciónThe eluate was concentrated in vacuum
4. 4
   Otrothe residue was purified by preparative HPLC

Procedimiento

A mixture of 2-chloro-4-(4,4-difluoropiperidin-1-yl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (97 mg, 0.28 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (57 mg, 0.28 mmol), cesium carbonate (183 mg, 0.56 mmol), palladium acetate (9 mg, 0.04 mmol) and 2-(dicyclohexylphosphino)biphenyl (15 mg, 0.04 mmol) was stirred under argon at 120° C. for 90 minutes in a microwave reactor. The mixture was filtered through a short silica gel plug which was washed with 10% solution of methanol in ethyl acetate (75 mL). The eluate was concentrated in vacuum and the residue was purified by preparative HPLC to give the title compound as a gum, 103 mg (72%).

Fuente