6-bromo-2-methylimidazo[1,2-a]pyridine

Name: 6-bromo-2-methylimidazo[1,2-a]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 4044-99-9
Cat. No. CS-W000534
Purity≥97%
MDL No.MFCD09800594

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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6-bromo-2-methylimidazo[1,2-a]pyridine|CS-W000534

Structure of 4044-99-9

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Description

6-Bromo-2-methylimidazo[1,2-a]pyridine is a heterocyclic scaffold featuring a brominated imidazo[1,2-a]pyridine core with a methyl group at the 2-position. This electron-deficient system enables efficient coupling reactions in cross-coupling and transition-metal-catalyzed transformations. The bromine atom serves as a reactive handle for C–C and C–heteroatom bond formation, while the methyl substituent enhances solubility and steric profile. This compound functions as a key building block in medicinal chemistry and materials science applications.

Application

6-Bromo-2-methylimidazo[1,2-a]pyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the bromine site via Pd-catalyzed cross-coupling reactions. The methyl group enhances solubility and modulates electronic properties, while the imidazo[1,2-a]pyridine core provides structural rigidity and hydrogen-bonding capacity. This scaffold exhibits excellent bench stability and compatibility with standard reaction conditions, facilitating efficient synthesis of complex heterocyclic compounds relevant to kinase inhibitor development and CNS-targeted therapeutics.

General Information

CAS No. 4044-99-9
Cat. No. CS-W000534
Purity ≥97%
MDL No. MFCD09800594
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂
Molecular Weight 211.06
Synonym(s) None
SMILES Cc1cn2cc(Br)ccc2n1

Computational Chemistry Data

TPSA 17.3
LogP 2.40522
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

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-bromo-2-methylimidazo[1,2-a]pyridine

CAS No. 4044-99-9

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