2-Chloro-4-(trifluoromethyl)pyrimidine → N-(3-bromo-5-chlorophenyl)-4-(trifluoromethyl)pyrimidin-2-amine

Participants

Reaction Conditions

Reaction Steps

Potassium tert-butoxide (750 mg, 6.69 mmol) was added to a solution of 2-chloro-4-(trifluoromethyl)pyrimidine (406 mg, 2.23 mmol) and 3-bromo-5-chloroaniline (460 mg 2.23 mmol) in THF (20 mL) at 0° C. under a nitrogen atmosphere. The mixture was stirred at 70° C. for 12 hours. The mixture was then diluted with saturated aqueous ammonium chloride solution and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The product was purified by chromatography on silica gel to give N-(3-bromo-5-chlorophenyl)-4-(trifluoromethyl)pyrimidin-2-amine MS ESI calc'd. for C11H7BrClF3N3 [M+H]+ 352 and 354. found 352 and 354.

Provenance & Evidence