5-Bromo-1H-imidazo[4,5-b]pyridine

Name: 5-Bromo-1H-imidazo[4,5-b]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 28279-52-9
Cat. No. CS-W006019
Purity≥95%
MDL No.MFCD11227145

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-1H-imidazo[4,5-b]pyridine|CS-W006019

Structure of 28279-52-9

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General Information

CAS No. 28279-52-9
Cat. No. CS-W006019
Purity ≥95%
MDL No. MFCD11227145
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) 5-Bromo-4-azabenzimidazole, 5-Bromo-3H-imidazo[4,5-b]pyridine
SMILES BrC1=CC=C2C(N=CN2)=N1

Description

5-Bromo-1H-imidazo[4,5-b]pyridine is a heterocyclic scaffold featuring a brominated imidazopyridine core, offering high stability and compatibility with cross-coupling reactions. This electron-deficient system integrates readily into pharmaceutical intermediates, enabling efficient construction of complex N-heterocycles under standard conditions.

Application

5-Bromo-1H-imidazo[4,5-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry and synthetic organic chemistry. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and extended π-conjugated systems. The imidazo[4,5-b]pyridine core exhibits excellent bench stability and functional group tolerance, making it ideal for modular synthesis of drug-like scaffolds and advanced intermediates in API development.

Synthesis

Route1
- 64-18-6
- In-stock
  
  129012-04-0
- ~%
- In-stock
  
  28279-52-9
References
- US2010/222345 A1, ; Page/Page column 91 ;

Safety Information

Download SDS

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

Quality Control

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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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5-Bromo-1H-imidazo[4,5-b]pyridine

CAS No. 28279-52-9

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