2-Chloro-5-fluoro-4-iodopyridine

CAS No. 884494-49-9
Cat. No. CS-W000348
Purity≥98%
MDL No.MFCD03095306

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2-Chloro-5-fluoro-4-iodopyridine|CS-W000348

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Description

2-Chloro-5-fluoro-4-iodopyridine is a trihalogenated pyridine scaffold enabling precise diversification in cross-coupling workflows. The ortho-chloro and para-fluoro substituents facilitate selective palladium-catalyzed functionalization, while the iodine handle delivers high reactivity in Suzuki, Stille, and Negishi transformations. This electron-deficient heterocycle offers enhanced stability under standard reaction conditions.

Application

2-Chloro-5-fluoro-4-iodopyridine serves as a versatile trifunctional pyridine building block for transition-metal-catalyzed cross-coupling reactions. The orthogonal reactivity of its halogen substituents enables sequential functionalization, with the iodide undergoing palladium-catalyzed coupling under mild conditions while the chloro and fluoro groups remain stable. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and agrochemical synthesis.

General Information

CAS No. 884494-49-9
Cat. No. CS-W000348
Purity ≥98%
MDL No. MFCD03095306
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂ClFIN
Molecular Weight 257.43
Synonym(s) Methyl 7-bromopicolinate
SMILES IC1=CC(Cl)=NC=C1F

Computational Chemistry Data

TPSA 12.89
LogP 2.4787
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-5-fluoro-4-iodopyridine

CAS No. 884494-49-9

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