2-Bromo-3H-imidazo[4,5-b]pyridine

Name: 2-Bromo-3H-imidazo[4,5-b]pyridine
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CAS No. 1380245-88-4
Cat. No. CS-0052006
Molecule weight198.02
Purity≥97%
MDL No.MFCD24605080

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2-Bromo-3H-imidazo[4,5-b]pyridine|CS-0052006

Structure of 1380245-88-4

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General Information

CAS No. 1380245-88-4
Cat. No. CS-0052006
Purity ≥97%
MDL No. MFCD24605080
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) 2-Bromo-1H-imidazo[4,5-b]pyridine
SMILES BrC1=NC2=C(N1)N=CC=C2

Description

2-Bromo-3H-imidazo[4,5-b]pyridine features a fused heterocyclic core enabling direct integration into complex pharmaceutical scaffolds. The bromine substituent provides a reactive handle for palladium-catalyzed cross-coupling, facilitating rapid diversification in medicinal chemistry campaigns. This bench-stable, moisture-tolerant compound delivers high functional group compatibility and enables efficient access to bioactive nitrogen-rich architectures.

Application

2-Bromo-3H-imidazo[4,5-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates reliable coupling with boronic acids, stannanes, and other nucleophiles, while the imidazopyridine core provides structural rigidity and favorable pharmacophoric properties. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it well-suited for iterative synthesis of complex scaffolds.

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
Precautionary Statements : P264-P270-P280-P301+P310-P302+P352-P305+P351+P338-P330-P332+P313-P337+P313-P362+P364-P501

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Computational Chemistry Data

TPSA 41.57
LogP 1.7204
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-3H-imidazo[4,5-b]pyridine

CAS No. 1380245-88-4

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