(1H-Pyrrolo[2,3-b]pyridin-5-yl)-methanol

Uses

Synthesis

849067-96-5

849067-97-6

General procedure for the synthesis of (1H-pyrrolo[2,3-b]pyridin-5-yl)methanol from methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate: Step C: Preparation of (1H-pyrrolo[2,3-b]pyridin-5-yl)methanol [0249] Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate (75 mg, 0.394 mmol) was dissolved in THF at 0 °C and lithium aluminum hydride (45 mg, 1.18 mmol) was added slowly. The reaction mixture was gradually warmed to room temperature followed by refluxing for 12 hours. After completion of the reaction, it was cooled to room temperature and quenched with water. The reaction mixture was extracted with ethyl acetate, the organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated to give (1H-pyrrolo[2,3-b]pyridin-5-yl)methanol (57 mg, 98% yield). Product characterization data: 1H NMR (500 MHz, DMSO-d6) δ: 11.50 (1H, bs), 8.166-8.163 (1H, d), 7.862-7.860 (1H, d), 7.43-7.42 (1H, d), 6.41-6.40 (1H, d), 5.10-5.08 (1H, t), 4.58-4.57 ( 2H, d). FIA MS, m/z [MH]+ 149.1.

References