Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate

Name: Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate
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CAS No. 1042141-37-6
Cat. No. CS-W019729
Purity≥98%
MDL No.MFCD13195435

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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+
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Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate|CS-W019729

Structure of 1042141-37-6

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General Information

CAS No. 1042141-37-6
Cat. No. CS-W019729
Purity ≥98%
MDL No. MFCD13195435
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇BrN₂O₂
Molecular Weight 255.07
Synonym(s) IMidazo[1,2-a]pyridine-6-carboxylic acid, 2-broMo-, Methyl ester
SMILES O=C(C1=CN2C(C=C1)=NC(Br)=C2)OC

Description

Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate is a heterocyclic building block featuring a brominated imidazopyridine core paired with a methyl ester handle. This scaffold enables direct functionalization in cross-coupling reactions and integrates readily into bioactive molecule frameworks. The bromine atom serves as a reactive site for palladium-catalyzed transformations, while the ester group offers versatility in subsequent derivatization. The compound exhibits stability under standard conditions and is compatible with diverse synthetic workflows.

Application

Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate serves as a versatile building block for the synthesis of imidazo[1,2-a]pyridine-based scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports further derivatization via hydrolysis or reduction. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to functionalized heterocycles relevant in medicinal chemistry and materials science.

Synthesis

Route1
- 1042141-34-3
- 1042141-35-4
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- In-stock
  
  1042141-37-6
References
- WO2008/91195 A1, ; Page/Page column 60 ; WO 2008/091195 A1

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

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Computational Chemistry Data

TPSA 43.6
LogP 1.8834
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate

CAS No. 1042141-37-6

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