Dimethylformamide → HCID 66680269, compound

Participants

Reaction Steps

0.25 g (1.2 mmol) of [3-(furan-3-yl)phenyl]acetic acid, a catalytic amount of DMF, and 0.36 g (1.7 mmol) of oxalyl chloride were stirred in 10 mL of THF at 0° C. for 1.5 hours. Thereafter, the solvent was distilled off under reduced pressure. 0.23 g (1.2 mmol) of methyl 2-amino-5-chlorobenzoate and 5 mL of DMAc were added to the residue at 0° C., and the mixture was stirred at room temperature for 1.5 hours. After the completion of the reaction, the mixture was diluted with ethyl acetate, washed with an aqueous sodium hydrogen carbonate solution and saturated saline, and dried over anhydrous sodium sulfate. The obtained crude product was separated and purified by silica gel column chromatography, thereby giving 0.3 g of methyl 5-chloro-2-({[3-(furan-3-yl)phenyl]acetyl}amino)benzoate (yield: 89%).

Provenance & Evidence