Hydrochloric Acid → 2-(6-Bromopyridin-2-yl)-4-hydroxybutanenitrile

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To a solution of 2-(6-bromopyridin-2-yl)-4-{[tert-butyl(dimethyl)silyl]oxy}butanenitrile (470 mg, 1.32 mmol) in THF (4.0 mL) was added HCl (2.0 M, 4.00 mL, 8.00 mmol). The solution was stirred at room temperature for 1 hour. It was then diluted with water and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. Silica gel chromatography (15-100% EtOAc/hexanes) afforded the title compound as a colorless oil.

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