Under nitrogen protection, n-BuLi (3 mL, 2.5 M hexane solution, 1.50 equivalents) was added dropwise to a solution of 2,6-dichloro-4-iodopyridine (1.40 g, 5.112 mmol, 1.00 equivalents) in tetrahydrofuran (20 mL) at -78 °C. The resulting solution was stirred at -78 °C for 30 min. Trimethyl borate (580 mg, 5.582 mmol, 1.10 equivalents) was added at -78 °C, and the reaction mixture was stirred at -78 °C for 1 h. The resulting solution was stirred at room temperature for another 12 h, followed by quenching with 1.6 g of pinacol and AcOH (0.6 mL). The solid was filtered off and the liquid was concentrated under vacuum to give the title compound 2,6-Dichloropyridine-4-boronicacid (1 g, crude), as a yellow solid.
2,6-Dichloropyridine-4-boronic acid is a white or off-white crystalline powder, insoluble in water but soluble in organic solvents. It has remarkable stability in its chemical structure, which allows it to maintain its original properties in various chemical reactions. In addition, 2,6-dichloropyridine-4-boronic acid is also highly thermally and chemically stable, capable of maintaining its structure and properties at higher temperatures and in more complex chemical environments.
