Benzoyl chloride → N-[6-chloro-2-(4-cyanophenylamino)pyrimidin-4-yl]benzamide

Participants

Reaction Conditions

Reaction Steps

1400 ml of N-methylpyrrolidine and 140 g of 4-(4-Amino-6-chloropyrimidin-2-ylamino)benzonitrile was charged into a reaction vessel. To this were added 85.49 g of dimethylamino pyridine and 87.21 g of diazabicyclo undecene and stirred for 30 mins. To the reaction mixture was added 27.36 g of benzoyl chloride and stirred at RT for 30 mins. and heated to 80-85° C. and maintained the same for 4 hrs. After completion of the reaction, the reaction mass was cooled to RT and 1400 ml of water was added, followed by 1400 ml of 50% carbonate solution. The reaction mass was extracted with 1400 ml of dichloromethane and the dichloromethane layer was washed with 700 ml of water. The organic layers were separated and dried over anhydrous sodium sulfate and filtered; distilled off dichloromethane and the solid was isolated.

Provenance & Evidence