Potassium Carbonate → (6-Benzyl-2-chloro-pyrimidin-4-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Participants

Reaction Conditions

Reaction Steps

Palladium acetate (2.7 mg, 0.012 mmol) and 2-(dicyclohexylphosphino)-biphenyl (8.5 mg, 0.024 mmol) were dissolved under an atmosphere of nitrogen under stirring in dioxane (1 mL). After 10 min stirring this solution was added to a suspension of 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (61 mg, 0.3 mmol), 4-benzyl-2,6-dichloropyrimidine (71.7 mg, 0.3 mmol) and potassium carbonate (829 mg, 6 mmol) in dioxane (1.7 mL). The reaction was heated to reflux for 16 h. After cooling to 20° C. the reaction was poured onto water and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using dichloromethane/methanol (19:1 v/v) as eluent to yield the title compound (9.0 mg, 24%) as a yellow solid.

Provenance & Evidence