2-Bromo-4-iodopyridine

Specification: Enterprise standard
CAS: 100523-96-4

 

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Basic Information

Product Name: 2-Bromo-4-iodopyridine

Chinese Name: 2-溴-4-碘吡啶

Molecular Formula: C₅H₃BrIN

Molecular Weight: 283.89 g/mol

Structure: This compound is a pyridine ring substituted with a bromine atom at the 2-position and an iodine atom at the 4-position, making it a dihalogenated heteroaromatic compound.


2-Bromo-4-iodopyridine is a versatile halogenated heterocyclic intermediate widely used in medicinal chemistry and organic synthesis. The presence of two different halogen atoms (Br and I) at distinct positions enables selective cross-coupling reactions and facilitates stepwise functionalization of the pyridine ring.

 

Main Uses

Pharmaceutical Intermediate

Employed in the synthesis of pyridine-based drug candidates and bioactive molecules, serving as a scaffold for structural diversification.

Cross-Coupling Reactions

Due to its dual halogen substitution, it is highly suitable for selective Suzuki, Sonogashira, and Stille couplings, allowing sequential introduction of different substituents.

Material Science

Used in the synthesis of heteroaromatic compounds for organic electronic materials and catalysts.

 

Typical Applications

 

Selective Suzuki Coupling

Allows for stepwise coupling reactions by selectively reacting the iodine or bromine position under controlled conditions.

Sonogashira Coupling

Facilitates the formation of carbon–carbon bonds with terminal alkynes, useful in constructing conjugated systems.

Stille Coupling

Enables coupling with organostannanes for the synthesis of complex heterocycles.