Synthesis
General procedure for the synthesis of 2-amino-4-chloro-5-cyanopyrimidine from 2,4-dichloropyrimidine-5-carbonitrile: To a solution of 2,4-dichloropyrimidine-5-carbonitrile (600 mg, 3.45 mmol) in dioxane (20 mL) was added a dioxane solution of 0.5 M ammonia (20 mL, 10 mmol). The reaction mixture was stirred at room temperature for 4 hours. Upon completion of the reaction, two isomers were isolated by column chromatography using a hexane/ethyl acetate solvent mixture (ethyl acetate ratio increased from 0% to 45%). Among them, 2-amino-4-chloro-5-cyanopyrimidine (304 mg, 56% yield) was isolated as the less polar isomer. Low resolution mass spectrometry (LRMS) showed m/z of 153 (M-1).
