Acetyl chloride → methyl 2-(3-(N-(6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-yl)acetamido)phenoxy)acetate

Participants

Reaction Steps

To a solution of methyl 2-(3-((6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-yl)amino)phenoxy)acetate (8 mg, 0.02 mmol) and dimethylaminopyridine (2 mg, 0.016 mmol) in dichloromethane (1 mL) at 0° C. was added acetyl chloride (12 mL, 0.173 mmol) and triethylamine (0.25 mL, 0.176 mmol). The reaction was warmed to room temperature and allowed to stir for approximately 2 hours. The resultant mixture was concentrated and the resulting crude residue was purified on a preparative TLC (1000 mm thickness) with a 1:1 ratio of ethyl acetate and hexane solution to afford 7 mg (94%) of methyl 2-(3-(N-(6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-yl)acetamido)phenoxy)acetate.

Provenance & Evidence