Triethylamine → HCID 66679862, compound

Participants

Reaction Steps

Under ice-cooling, 0.096 mL (0.690 mmol) of triethylamine and 144 mg (0.752 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride were added while stirring to a DMAc (5 mL) solution comprising 127 mg (0.627 mmol) of [3-(furan-3-yl)phenyl]acetic acid, 200 mg (0.627 mmol) of methyl 5-chloro-2-(L-prolylamino)benzoate hydrochloride, and 102 mg (0.752 mmol) of 1-hydroxybenzotriazole; and the mixture was stirred overnight. After water and ethyl acetate were added to the reaction mixture and the mixture was stirred, the organic layer was separated and washed with saturated sodium bicarbonate water, 0.1% hydrochloric acid, and saturated saline, followed by drying over sodium sulfate, filtration, and condensation. The crude product was purified by silica gel chromatography (n-hexane/ethyl acetate=4/1→2/1→1/1), thereby giving 258 mg of methyl 5-chloro-2-[(1-{[3-(furan-3-yl)phenyl]acetyl}-L-prolyl)amino]benzoate (yield: 88%).

Provenance & Evidence