Water → 6-Chloro-2-fluoro-(propane-1-sulfonylamino)-benzoic acid benzyl ester

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Reaction Steps

To 3-amino-6-chloro-2-fluoro-benzoic acid benzyl ester (61, 1.20 g, 4.3 mmol) in methylene chloride (28 mL) was added pyridine (0.52 mL, 6.4 mmol) and propane-1-sulfonyl chloride (51, 0.685 g, 4.8 mmol). The reaction was stirred at room temperature overnight, then poured into water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The desired compound was isolated with silica gel column chromatography to give a colorless oil (62, 960 mg, 58.0%). MS (ESI) [M−H+]−=384.1.

Provenance & Evidence