Methanesulfonamide → 2-[2-[3-(2-benzothiazolylmethoxy)benzoylamino]-4-[3-(4-chlorophenylsulfonyl)propyl]phenoxy]-N-(methanesulfonyl)acetamide

Participants

Reaction Steps

A mixture of 2-[3-(2-benzothiazolylmethoxy)benzoylamino]-4-[3-(4-chlorophenylsulfonyl)propyl]phenoxyacetic acid (200 mg, 0.31 mmol), methanesulfonamide (31 mg), 4-dimethylaminopyridine (45 mg), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (125 mg) and dichloromethane (10 ml) was stirred at room temperature for 3 days. The reaction solution was washed with 1 N hydrochloric acid, water and brine in that order, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. By recrystallizing the resulting solid material from acetonitrile (2 ml), 2-[2-[3-(2-benzothiazolylmethoxy)benzoylamino]-4-[3-(4-chlorophenylsulfonyl)propyl]phenoxy]-N-(methanesulfonyl)acetamide 0.5 hydrate (70 mg, 0.096 mmol, 31%) was obtained as colorless crystals.

Provenance & Evidence