Water → (2,3-Dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-(3-fluoro-4-hydroxy-phenyl)-methanone

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Reaction Steps

In a 10 ml flask, (2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-(3-fluoro-4-methoxy-phenyl)-methanone (30 mg, 0.104 mmol) was dissolved in dichloromethane and the mixture was cooled to 0□. 1.0M Boron tribromide dissolved in dichloromethane (1.25 ml, 1.25 mmol) was added thereto and stirred at room temperature for 10 hours. n-hexane and water were added and then filtered to obtain solid. The resulting solid was purified by preparative LC-Mass using 0.05% TFA in acetonitrile and 0.05% TFA in water solvent. The fractions containing the product were collected and adjusted to pH 6 to 7 with saturated solution of sodium hydrogen carbonate. The organic layer was extracted with ethyl acetate. The combined organic layer was evaporated under reduced pressure to obtain the target compound 26 as white solid (9 mg, 28%).

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