4-Chlorobenzoyl chloride → HCID 67391610, compound

Participants

Reaction Steps

N-(2-amino-6-hydroxyphenyl)-4-{1-[2-(dimethylamino)ethyl]-2-oxo-1,2-dihydropyridin-3-yl}benzamide (276 mg) was dissolved in pyridine (6 mL), and with cooling with ice, 4-chlorobenzoyl chloride (99 μL) was added, followed by stirring overnight at room temperature. The reaction solution was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform:methanol:ammonia=100:0:0 to 95:5:0.5). The purified product (250 mg) was dissolved in ethyl acetate, and 4 M hydrochloric acid/ethyl acetate solution (129 μL) was added, followed by stirring at room temperature for 1 hour. The precipitate formed was collected by filtration and dried at room temperature under reduced pressure to obtain 4-chloro-N-{2-[(4-{1-[2-(dimethylamino)ethyl]-2-oxo-1,2-dihydropyridin-3-yl}benzoyl)amino]-3-hydroxyphenyl}benzamide hydrochloride (157 mg) as a white solid.

Provenance & Evidence