1082066-29-2

73183-34-3

188582-62-9

1082066-29-2

3.1.1. Preparation of (2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol (934-2) To a stirred solution of 4-bromo-2-fluorobenzyl alcohol (500 mg, 2.44 mmol) in dioxane (5 mL) under nitrogen protection was sequentially added pinacol ester of biboronate (929 mg, 3.66 mmol), [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride dichloromethane complex (198 mg, 0.24 mmol) and potassium acetate (717 mg, 7.32 mmol). The reaction mixture was stirred at 90 °C overnight. After completion of the reaction, the mixture was cooled to room temperature and extracted with ethyl acetate and water by partitioning. The organic layer was separated, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, 0-20% gradient) to afford the title compound (2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol (934-2) (300 mg, 48% yield) as a yellow oil.