1-(Triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol

Synthesis

Add 10.8g (34mmol) of (1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid and 120mL of tetrahydrofuran to a round bottom flask equipped with a magnetic stirrer, an inert gas source and a separating funnel, and stir to dissolve; Add 34mL of 1mol/L sodium hydroxide solution and 4.60g (40.6mmol) of 30% hydrogen peroxide dropwise at 0°C. After the addition, React at 0°C for 1 hour and detect the reaction by TLC. Add 4.8g (20.24mmol) of sodium thiosulfate, adjust to pH=5 with 2mol/L hydrochloric acid, extract with ethyl acetate (2x200mL), combine the organic phases, wash with saturated brine in turn, dry with a sodium sulfate, and reduce Concentrate under pressure. The residue was purified by silica gel column chromatography [eluent: dichloromethane] to obtain 1-(Triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol 9.4g, yield 95.0%.