4Bromopyridine

4-Bromopyridine is an organobromine compound in which a bromine atom is substituted at the 4-position of the pyridine ring. It has the molecular formula C5H4BrN and a molar mass of about 157.99 g/mol. As a heteroaryl bromide, it is a reactive building block in organic synthesis and is commonly used to introduce a 4-pyridyl unit into more complex molecules.

In chemical synthesis, 4-bromopyridine is valued for its performance as a substrate in cross-coupling reactions, such as Suzuki–Miyaura and Negishi couplings, to form new carbon–carbon bonds. It can also participate in other palladium- or nickel-catalyzed transformations that enable the preparation of 4-substituted pyridines. Because the bromine atom is a good leaving group, it enables rapid diversification of the pyridine core connected to various partners, including aryl, heteroaryl, and alkyl groups.

Synthesis of 4-bromopyridine typically involves bromination of pyridine derivatives or selective bromination of pre-formed pyridine rings in specialized conditions to achieve regioselectivity at the 4-position. Routes vary in efficiency and are chosen to maximize yield and minimize side products. The compound is mainly employed as a reagent in research and development settings for medicinal chemistry and materials science.

Safety and handling follow standard practices for halogenated aromatics. Use in a well-ventilated area with appropriate personal protective equipment, and dispose of waste according to local regulations for halogenated organic compounds.