Methanesulfonyl chloride → N-{4-[1-(4-Chloro-2-methyl-phenyl)-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-propyl]-phenyl}-methanesulfonamide

Participants

Reaction Steps

In a 10 mL round-bottomed flask 5-[3-(4-amino-phenyl)-3-(4-chloro-2-methyl-phenyl)-propionyl]-1-methyl-1H-pyridin-2-one (88 mg) and methanesulfonyl chloride (40.1 mg) were combined with pyridine (0.87 mL) to give a brown solution. The reaction mixture was stirred at room temperature for 3 h. The crude reaction mixture was concentrated in vacuo. The reaction mixture was extracted 3× with ethyl acetate, the organic layers were washed 3× with water and dried over magnesium sulfate and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 20 g, 0% to 10% methanol in dichloromethane) to give the title compound (68 mg) as a colourless foam, MS (ESI+): m/z=459.3 [M+H]+.

Provenance & Evidence