Ethyl 3-bromo-7-chloroimidazo[1,2-a]pyridine-2-carboxylate

Name: Ethyl 3-bromo-7-chloroimidazo[1,2-a]pyridine-2-carboxylate
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CAS No. 1427460-50-1
Cat. No. CS-0361515
Purity≥98%
MDL No.None

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Ethyl 3-bromo-7-chloroimidazo[1,2-a]pyridine-2-carboxylate|CS-0361515

Structure of 1427460-50-1

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Description

Ethyl 3-bromo-7-chloroimidazo[1,2-a]pyridine-2-carboxylate features a fused imidazopyridine core with complementary halogenation at the 3-bromo and 7-chloro positions, enabling selective cross-coupling reactions. This bench-stable derivative integrates readily into medicinal chemistry campaigns requiring nitrogen-rich heterocyclic scaffolds with tunable reactivity.

Application

Ethyl 3-bromo-7-chloroimidazo[1,2-a]pyridine-2-carboxylate serves as a versatile building block for constructing imidazopyridine-based scaffolds prevalent in medicinal chemistry. The molecule enables palladium-catalyzed cross-coupling reactions at the C3-bromo site and electrophilic substitution at the C7-chloro position, offering orthogonal functionalization pathways. Its bench-stable nature and compatibility with standard purification techniques facilitate integration into multi-step synthetic sequences targeting kinase inhibitors and other bioactive heterocycles.

General Information

CAS No. 1427460-50-1
Cat. No. CS-0361515
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrClN₂O₂
Molecular Weight 303.54
Synonym(s) Ethyl 3-bromo-7-chloroimidazo-[1,2-a]pyridine-2-carboxylate
SMILES CCOC(=O)C1=C(Br)N2C=CC(=CC2=N1)Cl

Computational Chemistry Data

TPSA 43.6
LogP 2.9269
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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Ethyl 3-bromo-7-chloroimidazo[1,2-a]pyridine-2-carboxylate

CAS No. 1427460-50-1

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