Sodium hydride → {3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenoxy}acetic acid benzyl ester

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (34 mg) was dissolved in THF (9 ml), and the solution was cooled to 0° C. and thereto were added 4′-trifluoromethylbiphenyl-2-carboxylic acid (2-dimethylcarbamoyl-4-hydroxyphenyl)amide (300 mg) and tetrabutyl ammonium iodide (10 mg). After addition of benzyl bromoacetate (160 mg), the resulting mixture was stirred at 40° C. for 1 hour. The mixture was stirred at room temperature for 4 hours. The reaction solution was filtered through a Celite, and the filtrate was concentrated and purified by column chromatography on silica gel (ethyl acetate:hexane=1:1) to give {3-dimethylcarbamoyl-4-[(4′-trifluoromethylbiphenyl-2-carbonyl)amino]phenoxy}acetic acid benzyl ester (226 mg).

Provenance & Evidence