3-Bromo-6-chloroimidazo[1,2-a]pyridine

Name: 3-Bromo-6-chloroimidazo[1,2-a]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 886371-28-4
Cat. No. CS-W003535
Purity≥96%
MDL No.MFCD08667858

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-Bromo-6-chloroimidazo[1,2-a]pyridine|CS-W003535

Structure of 886371-28-4

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General Information

CAS No. 886371-28-4
Cat. No. CS-W003535
Purity ≥96%
MDL No. MFCD08667858
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) 6-CHLORO-3-BROMO-IMIDAZO[1,2-A]PYRIDINE
SMILES Clc1ccc2n(c1)c(Br)cn2

Description

3-Bromo-6-chloroimidazo[1,2-a]pyridine is a halogenated heterocyclic scaffold featuring complementary reactive sites for cross-coupling and functionalization. The bromine and chlorine substituents enable selective Pd-catalyzed transformations, while the imidazo[1,2-a]pyridine core provides rigidity and electron-deficient character. This compound serves as a key building block in medicinal chemistry and materials science.

Application

3-Bromo-6-chloroimidazo[1,2-a]pyridine serves as a versatile building block for the synthesis of biologically active heterocycles. Its orthogonal halogenation pattern enables sequential cross-coupling reactions with high regiocontrol. The molecule exhibits excellent bench stability and facilitates efficient functionalization in Pd-catalyzed transformations, making it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Synthesis

Route1
- In-stock
  
  6188-25-6
- ~%
- In-stock
  
  886371-28-4
References
- WO2009/50183 A2, ; Page/Page column 118 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 17.3
LogP 2.7502
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-6-chloroimidazo[1,2-a]pyridine

CAS No. 886371-28-4

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