Ammonium Chloride → HCID 66777846, compound

Participants

Reaction Steps

To a mixture of 4-[(cyclohexyl{5-fluoro-3-[(2-methoxyethoxy)methyl]-1-benzofuran-2-yl}methyl)amino]benzoic acid (200 mg) synthesized above, β-alanine ethyl ester hydrochloride (101 mg), 1-hydroxybenzotriazole monohydrate (101 mg), triethylamine (184 μL) and N,N-dimethylformamide (10 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (126 mg), and the mixture was stirred overnight at room temperature. 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 purified by silica gel column chromatography (30-70% ethyl acetate/hexane) to give the title object compound (216 mg, 89%) as a pale-yellow oil.

Provenance & Evidence