1-Hydroxybenzotriazole → HCID 71571202, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-chloro-4-(2-cyano-3-(pyridazin-4-yl)phenoxy)benzoic acid (70 mg, 0.2 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (60 mg, 0.3 mmol) and N-hydroxybenzotriazole (45 mg, 0.3 mmol), triethylamine (0.1 mL) and dichloromethane (5 mL) were stirred at 25° C. for half an hour and then 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one (30 mg, 0.2 mmol) was added. The mixture was stirred at 25° C. for 12 hours. To the mixture, water (10 mL) was added and the mixture was extracted with dichloromethane (10 mL×3). The combined organic phase was dried by sodium sulfate and then filtered. The filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, dichloromethane/methanol=20:1) to give 3-chloro-4-(2-cyano-3-(pyridazin-4-yl)phenoxy)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)benzamide as a white solid (70 mg, 70%).

Provenance & Evidence