6-Chloro-2-fluoro-3-(propane-1-sulfonamido)benzoic acid → 2-Fluoro-3-(propylsulfonamido)benzoic acid

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Reaction Steps

To 6-chloro-2-fluoro-3-(propane-1-sulfonylamino)-benzoic acid (14, 0.69 g, 2.3 mmol) in 10 mL of methanol, 20% palladium hydroxide on carbon (200 mg) was added. The reaction was stirred under hydrogen at 50 psi for 2 hours. The reaction was filtered and the filtrate concentrated under vacuum to provide the desired compound 15 as a white solid that was used in the next step. MS(ESI) [M−H+]−=260.1. Additional material was prepared similarly for use in the next step.

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