8-Bromoimidazo[1,5-a]pyridine

CAS No. 1052271-60-9
Cat. No. CS-0128016
Purity≥97%
MDL No.None

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8-Bromoimidazo[1,5-a]pyridine|CS-0128016

Structure of 1052271-60-9

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Description

8-Bromoimidazo[1,5-a]pyridine is a heterocyclic building block featuring a brominated imidazo[1,5-a]pyridine core, offering high reactivity in palladium-catalyzed cross-coupling reactions. The bromine substituent enables efficient functionalization, while the rigid, electron-deficient framework supports integration into bioactive molecules and advanced materials. This bench-stable compound serves as a key intermediate in medicinal chemistry and synthetic methodology development.

Application

8-Bromoimidazo[1,5-a]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to imidazopyridine scaffolds prevalent in kinase inhibitors and CNS-targeted therapeutics. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig couplings, with excellent functional group tolerance. Its bench-stable crystalline form simplifies handling and purification, supporting scalable synthesis and modular derivatization in drug discovery workflows.

General Information

CAS No. 1052271-60-9
Cat. No. CS-0128016
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) 8-bromoH-imidazo[1,5-a]pyridine
SMILES BrC1=CC=CN2C1=CN=C2

Computational Chemistry Data

TPSA 17.3
LogP 2.0968
H_Acceptors 2
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 Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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8-Bromoimidazo[1,5-a]pyridine

CAS No. 1052271-60-9

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