2-Fluoro-5-bromobenzonitrile (1000.00 mg, 5.00 mmol, 1.00 eq.) and pinacol ester of bisboronic acid (1396.61 mg, 5.50 mmol, 1.10 eq.) were added to potassium acetate (1472.07 mg, 15.00 mmol, 3.00 eq.) in a dioxane (10 mL) and DMF (1 mL) ) in a solvent mixture of dioxane (10 mL) and DMF (1 mL) for degassing. Subsequently, [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride 1:1 complex with dichloromethane (366.85 mg, 0.50 mmol, 0.10 eq.) was added. The reaction mixture was placed in a sealed vial and the reaction was heated at 100 °C overnight. After completion of the reaction, it was cooled to room temperature and filtered through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure to remove the solvent, and the resulting crude product was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, gradient 0 to 5%) to afford the target product 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1.0 g, 81% yield).
