Dimethylformamide → HCID 44251085, compound

Participants

Reaction Steps

1.21 g (4.0 mmol) of (2-([4-chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethoxy)acetic acid obtained in Example 1-(i), 32 mg (0.44 mmol) of DMF, and 0.41 mL (4.8 mmol) of oxalyl chloride were added to 12 mL of THF, and stirring was conducted at 0° C. for 30 minutes. After completion of the reaction, the solvent was distilled off under reduced pressure and dried. 0.84 g (4.8 mmol) of N-cyclohexylaniline and 8.4 mL of DMA were added to this residue and stirred at room temperature overnight. After completion of the reaction, an aqueous sodium bicarbonate solution was added, extraction was carried out using ethyl acetate, and washing was conducted with a saturated sodium chloride solution. The resulting organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resulting crude product was separated and purified using silica gel column chromatography, thereby giving 1.77 g of 5-chloro-2-[((2-[cyclohexyl(phenyl)amino]-2-oxoethoxy)acetyl)amino]benzoic acid.methyl ester (yield: 96%).

Provenance & Evidence