3bromopyridine

3-Bromopyridine is an organobromine compound with the chemical formula C5H4BrN. It is a derivative of pyridine, where a bromine atom is substituted at the third position of the pyridine ring. It appears as a colorless to pale yellow liquid at room temperature and has a characteristic odor. 3-Bromopyridine is soluble in many organic solvents, such as ethanol, ether, and acetone, but has limited solubility in water.

This compound serves as a valuable building block in organic synthesis, particularly in the pharmaceutical and agrochemical industries. The bromine atom can be readily displaced or involved in cross-coupling reactions, allowing for the introduction of various functional groups onto the pyridine ring. It is commonly used in Suzuki, Stille, and Sonogashira coupling reactions to form carbon-carbon bonds. These reactions are essential for creating complex organic molecules with potential biological activity.

Industrially, 3-bromopyridine is synthesized through the electrophilic bromination of pyridine, although regioselectivity can be a challenge. Alternative methods involve the Sandmeyer reaction of 3-aminopyridine. Due to its reactivity and utility, 3-bromopyridine is an important intermediate in the production of a wide range of fine chemicals and active pharmaceutical ingredients. It is handled with appropriate safety precautions due to its potential irritant properties.