4-(tert-butyl)-2-chloropyridine

Specification: Enterprise standard
CAS: 81167-60-4

 

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Basic Information

Product Name: 4-(tert-butyl)-2-chloropyridine

Chinese Name: 4-(叔丁基)-2-氯吡啶

Molecular Formula: C₉H₁₂ClN

Molecular Weight: 169.65 g/mol

Structure: This compound features a pyridine ring substituted with a chlorine atom at the 2-position and a bulky tert-butyl group at the 4-position, combining heteroaromatic structure with a sterically hindered alkyl substituent.


4-(tert-butyl)-2-chloropyridine is a halogenated heterocyclic compound that serves as an intermediate in organic synthesis. The chlorine substituent at position 2 offers a reactive site for cross-coupling reactions, while the tert-butyl group at position 4 provides steric and electronic effects useful in modifying molecular properties, often applied in pharmaceutical and agrochemical research.

 

Main Uses

 

Pharmaceutical Intermediate

Used in the synthesis of drug candidates where substitution on the pyridine ring is critical for activity and selectivity.

Cross-Coupling Reactions

The chlorine at the 2-position allows for Suzuki, Heck, or other palladium-catalyzed coupling reactions to introduce diverse functional groups.

Agrochemical Research

Serves as a building block in designing heterocyclic compounds with potential pesticide or herbicide activity.

 

Typical Applications

Suzuki Coupling

Reacts with boronic acids or esters to introduce various aromatic or aliphatic substituents.

Heck Reaction

Facilitates carbon–carbon bond formation with alkenes for molecular diversification.

Medicinal Chemistry

Used in the construction of heterocyclic scaffolds for biological screening and optimization.