Cesium carbonate → N4-Benzyl-N2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-N4-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-2,4-diamine

Participants

Reaction Conditions

Reaction Steps

A mixture of N-benzyl-2-chloro-N-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine (197 mg, 0.57 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (116 mg, 0.57 mmol), cesium carbonate (371 mg, 1.14 mmol), palladium (II) acetate (19 mg, 0.09 mmol) and 2-(dicyclohexylphosphino)biphenyl (30 mg, 0.09 mmol) in dioxane (4 mL) was heated 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 solid 194 mg (66%).

Provenance & Evidence