Hydrochloric Acid → 8-(4-Chlorophenylsulfonyl)-1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine hydrochloride

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Reaction Steps

The product of step A (118 mg, 0.26 mmol) was Boc-deprotected by treating with 4N HCl in dioxane (2 mL). After stirring for 2 h at ambient temperature the reaction mixture was quenched with 10% sodium bicarbonate solution (20 mL) and extracted with dichloromethane. The organic extract was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash column chromatography (SiO2, 95:5 chloroform/methanol) to give 8-(4-chlorophenylsulfonyl)-1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine hydrochloride (80 mg, 87%) as a white solid: 1H NMR (CDCl3, 300 MHz) δ 8.02 (d, J=1.8 Hz, 1H), 7.91-7.84 (m, 2H), 7.78 (dd, J=8.7, 2.1 Hz, 1H), 7.50 (d, J=8.4 Hz, 1H), 7.48-7.41 (m, 2H), 3.99 (t, J=2.1 Hz, 2H), 3.24 (t, J=5.7 Hz, 2H), 2.85-2.76 (m, 2H).

Provenance & Evidence