Ammonium Chloride → HCID 66778678, compound

Participants

Reaction Steps

A solution of 4-{[cyclopentyl(5-fluoro-3-methyl-1-benzofuran-2-yl)methyl]amino}benzoic acid (483 mg) synthesized above, β-alanine ethyl ester hydrochloride (241 mg), 1-hydroxybenzotriazole monohydrate (240 mg), triethylamine (438 μL) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (301 mg) in N,N-dimethylformamide (10 mL) was stirred at room temperature for 3 hr. Saturated aqueous ammonium chloride solution was added to quench the reaction, and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane-ethyl acetate 100:0-60:40, v/v) to give the title compound (397 mg, 65%) as a colorless amorphous form.

Provenance & Evidence