Cesium carbonate → 4-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-(methoxymethyl)pyrimidin-2-amine

Participants

Reaction Steps

2-Chloro-4-(1-ethoxyvinyl)-6-(methoxymethyl)pyrimidine (167 mg, 0.73 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (178 mg, 0.88 mmol), cesium carbonate (476 mg, 1.46 mmol), palladium acetate (25 mg, 0.11 mmol) and 2-(dicyclohexylphosphino)biphenyl (38 mg, 0.11 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 plug which was washed with 10% MeOH in EtOAc (75 mL). The solvent was evaporated and the residue was purified by preparative HPLC to give the title compound 150 mg (52%).

Provenance & Evidence