Benzenesulfonyl chloride → HCID 67227783, compound

Participants

Reaction Steps

To a mixture of 5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (7.5 g, 40.3 mmol), sodium hydroxide (4.84 g, 120.9 mmol) and tetrabutylammonium bromide (390 mg, 1.21 mmol) in dichloromethane (150 mL) at 0° C. was added benzenesulfonyl chloride (10.64 g, 60.45 mmol) dropwise. After stirring for 12 h at room temperature, washed with water (2×30 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel from QingDao, 200-300 mesh, 50% dichloromethane/hexanes) to afford 1-benzenesulfonyl-5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (6.35 g, 48%): LC/MS m/e calcd for C14H9F3N2O2S [M+H]+ 327.30, observed 326.8.

Provenance & Evidence