Triethylamine → HCID 25254567, compound

Participants

Reaction Steps

While stirring a solution of DMF (20 mL) containing [6-chloro-2-oxo-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methylamine hydrochloride (2.0 g, 6.3 mmol), 4-fluorobenzoic acid (972 mg, 6.94 mmol), hydroxybenzotriazole hydrochloride (852 mg, 6.3 mmol) and triethylamine (2.1 mL, 15.8 mmol) at 0° C., 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.45 g, 7.57 mmol) was added little by little thereto. After the reaction solution was stirred at room temperature for 5 hours, water was added thereto. Then, the resulting solution was diluted with ethyl acetate and the organic layer was separated. The organic layer was washed with saturated brine and then dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1), whereby the objective compound (2.1 g, 82%) was obtained as a white solid.

Provenance & Evidence