2-Chloropyridine-4-boronic acid(CAS: 458532-96-2)

2-Chloropyridine-4-boronic acid is a crystalline solid with a molecular weight of approximately 217.03 g/mol. It has a solubility of about 0.7 g/100 mL in water. This compound is known for its reactivity, particularly in Suzuki coupling reactions, and it shows moderate basicity. It reacts with acids to form 2-chloropyridine-4-boronic acid salts.

2-Chloropyridine-4-boronic acid can be synthesized via a Stille coupling reaction, where 4-bromopyridine is reacted with chloroboronate ester in the presence of a palladium catalyst and a base. The reaction yields the target compound with good selectivity and high yield, making it a common method in organic synthesis.

2-Chloropyridine-4-boronic acid is used in pharmaceuticals as a key intermediate in the synthesis of complex drug molecules. It also finds applications in the production of semiconductors, polymers, and sensors due to its reactivity and stability under various conditions.

When handling 2-chloropyridine-4-boronic acid, ensure to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. Work in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbents and disposed of according to local regulations. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information.