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(5-bromo-1H-pyrrolo[2,3-b]pyridin-2-yl)methanol[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
500 mg
With borane-THF In tetrahydrofuran at 20 - 55℃; for 3h;
50.1
To a stirred suspension of 5 -bromo- 1 H-pyrrolo [2,3 -b]pyridine-2- carboxylic acid (505 mg, 2.1 mmol) in 20 mL of THF at 0 °C was added dropwise 1 M borane in THF (8.4 mL, 8.4 mmol). The resulting mixture was stirred at rt for 1 h and then heated at 55 °C for 2 h. The reaction was then cooled to 0 °C and quenched with 3 N HC1. After 30 mm at rt, the mixture was extracted with EtOAc (2 x 30 mL). The combined organic layers were washed with brine, dried over Na2504, and concentrated under reduced pressure to give crude 5-bromo-1H- pyrrolo[2,3-b]pyridin-2-yl)methanol (500 mg) as a light yellow solid. LC-MS (ESI) m/z 227, 229 (M+H).