Sodium Hydroxide → 3-furyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanol

Participants

Reaction Steps

3-Furyl[1-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl]methanol (186 mg, 0.51 mmol) was dissolved in ethanol (10 mL). A 10% solution of sodium hydroxide (6 mL) was added and the reaction mixture was refluxed for 3 hours. The solvent was removed under vacuum. The residue was taken up in ethyl acetate, washed with water and brine, dried over sodium sulfate and concentrated to give 3-furyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanol (134 mg, quant.) as a yellow foam: 1H NMR (500 MHz, DMSO-d6) δ 5.87 (1H, d, J=4.7 Hz), 6.06 (1H, d, J=4.9 Hz), 6.29 (1H, s), 6.49 (1H, s), 7.42 (1H, d, J=5.4 Hz), 7.60 (2H, s), 8.03 (1H, d, J=5.4 Hz), 8.65 (1H, s), 11.49 (1H, s).

Provenance & Evidence