6-bromo-[1,2,4]triazolo[4,3-a]pyridine

CAS No. 108281-79-4
Cat. No. CS-W000453
Purity≥97%
MDL No.MFCD08689506

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6-bromo-[1,2,4]triazolo[4,3-a]pyridine|CS-W000453

Structure of 108281-79-4

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Description

6-Bromo-[1,2,4]triazolo[4,3-a]pyridine is a heterocyclic building block featuring a brominated triazolopyridine core. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, facilitating rapid access to complex nitrogen-rich architectures. The bromine substituent provides a high-reactivity handle for palladium-catalyzed transformations under mild conditions. Bench-stable and moisture-tolerant, it integrates seamlessly into medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents.

Application

6-Bromo-[1,2,4]triazolo[4,3-a]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic synthesis. Its bromine substituent enables direct functionalization via Pd-catalyzed cross-coupling reactions, while the triazolopyridine core provides robust stability and favorable electronic properties. The compound exhibits excellent bench stability, simplifies purification, and functions reliably in standard coupling protocols, making it well-suited for constructing complex scaffolds in API development and library synthesis.

General Information

CAS No. 108281-79-4
Cat. No. CS-W000453
Purity ≥97%
MDL No. MFCD08689506
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) 6-BROMO-TRIAZOLO[4,3-A]PYRIDINE
SMILES Brc1ccc2nncn2c1

Computational Chemistry Data

TPSA 30.19
LogP 1.4918
H_Acceptors 3
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
Precautionary Statements : P264-P270-P330-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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6-bromo-[1,2,4]triazolo[4,3-a]pyridine

CAS No. 108281-79-4

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