Sodium Bicarbonate → 1-(Quinolin-8-ylamino)-4-(5-fluoro-2-hydroxyphenyl)-4-methyl-2-(trifluoromethyl)pentan-2-ol

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Reaction Steps

200 mg (0.46 mmol) of 1-(quinolin-8-ylamino)-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-(trifluoromethyl)pentan-2-ol in 20 ml of CH2Cl2 is mixed at 0° C. with 9 ml of 1 M boron tribromide-CH2Cl2 solution. After 20 hours at room temperature, the batch is poured into saturated NaHCO3 solution, stirred for 20 minutes and extracted with CH2Cl2. The combined organic extracts are washed with water, dried (Na2SO4) and concentrated by evaporation in a vacuum. Chromatography with hexane-ethyl acetate (0–25%) on silica gel yields 190 mg of the product.

Provenance & Evidence