Oxalyl chloride → HCID 66680686, compound

Participants

Reaction Steps

A catalytic amount of DMF and 560 mg (4.41 mmol) of oxalyl chloride were added to a THF (8 mL) solution comprising 800 mg (3.15 mmol) of 5-bromo-1-methyl-1H-indole-2-carboxylic acid at 0° C., and the mixture was stirred at room temperature for 40 minutes. After the solvent was distilled off under reduced pressure, 8 mL of DMAc and 585 mg (3.15 mmol) of methyl 2-amino-5-chlorobenzoate were added to the residue in this order at 0° C., and the mixture was stirred at room temperature for 1 hour. After the completion of the reaction, saturated sodium bicarbonate water was added under ice-cooling, and the mixture was stirred. The resulting solids were collected by filtration, washed with water, and dried under reduced pressure at 50° C. for 3 hours, thereby giving 1.22 g of methyl 2-{[(5-bromo-1-methyl-1H-indol-2-yl)carbonyl]amino}-5-chlorobenzoate (yield: 92%).

Provenance & Evidence