N-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetaMide

1026796-81-5

73183-34-3

1220220-21-2

GENERAL STEPS: To a 1L four-necked flask equipped with a magnetic stirrer, thermometer, reflux condenser and bubbler was added 55.91 g (0.26 mol) of N-(4-bromo-pyridin-2-yl)acetamide and 66.02 g (0.26 mol) of bis(boronic acid) pinacol ester, followed by 76.44 g (0.78 mol) of potassium acetate and 450 mL of dioxane, and mixed by stirring. Under nitrogen protection, 3.81 g (0.0051 mol) of palladium dichlorodichalcogenide was added and the reaction was warmed to 100 °C for 18 to 24 h. The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, it was cooled to room temperature, precipitated as a solid, pulped and filtered. The filtrate was dissolved in 500 mL of methanol, filtered again, and the filtrate evaporated to dryness. Finally, heptane was added for pulping to obtain 62.08 g of the target product 2-acetylaminopyridine-4-boronic acid pinacol ester in 91.1% yield.