4-t-Butylbenzenesulfonyl chloride → Methyl 3-(4-tert-butylphenylsulfonamido)benzo[b]thiophene-2-carboxylate

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Reaction Steps

To a solution methyl 3-aminobenzo[b]thiophene-2-carboxylate (0.207 g; 1 mmol) in pyridine (1 mL) was added 4-tert-butylbenzenesulfonyl chloride (0.256 g; 1.1 mmol). The resulting mixture was stirred at room temperature for 36 hours and then partitioned between dichloromethane and aqueous hydrochloric acid (2N). The organic layer was separated, dried over sodium sulfate, filtered through a pad of silica gel, and concentrated under reduced pressure to give the desired product as a yellow solid (120 mg).

Provenance & Evidence