5-Cyano-3-pyridinyl boronic acid

Synthesis

35590-37-5

73183-34-3

497147-93-0

General procedure for the synthesis of 5-cyano-3-pyridinylboronic acid from 3-cyano-5-bromopyridine and pinacol ester of biphenylboronic acid: to a 500-mL two-necked flask were added 3-bromo-5-cyanopyridine (0.63 g, 2.5 mmol), 1,1-bis(diphenylphosphino)ferrocene palladium dichloride (0.17 g, 0.21 mmol), and potassium aminoglycolate (0.61 g, 6.21 mmol). The mixture was dissolved in 6 mL of 1,4-dioxane, heated to 90 °C and stirred for 21 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through diatomaceous earth. The filtrate was distilled under reduced pressure and dried to give 0.1 g of the target product 5-cyano-3-pyridinylboronic acid (yield: 32%).

References