Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate

Name: Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate
Brand: ChemScene
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CAS No. 67625-36-9
Cat. No. CS-0047004
Molecule weight224.64
Purity≥95%
MDL No.MFCD09864797

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate|CS-0047004

Structure of 67625-36-9

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General Information

CAS No. 67625-36-9
Cat. No. CS-0047004
Purity ≥95%
MDL No. MFCD09864797
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉ClN₂O₂
Molecular Weight 224.64
Synonym(s) 5-Chlorimidazopyrazin
SMILES O=C(C1=CN2C(Cl)=CC=CC2=N1)OCC

Description

Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate features a chlorinated imidazopyridine core that enables direct functionalization at the 5-position. This electron-deficient heterocycle integrates readily into synthetic sequences requiring stable, bench-stable building blocks for medicinal chemistry and agrochemical development.

Application

Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate serves as a versatile building block for constructing imidazo[1,2-a]pyridine scaffolds prevalent in medicinal chemistry. The chloro substituent at the 5-position enables direct functionalization via palladium-catalyzed cross-coupling reactions. The ester group facilitates further derivatization or hydrolysis to the carboxylic acid. This compound exhibits good bench stability and is compatible with standard synthetic workflows, enabling efficient access to diverse heterocyclic architectures.

Synthesis

Route1
- In-stock
  
  45644-21-1
- 70-23-5
- ~88%
- In-stock
  
  67625-36-9
References
- Imaeda, Yasuhiro; Kawamoto, Tetsuji; Tobisu, Mamoru; Konishi, Noriko; Hiroe, Katsuhiko; Kawamura, Masaki; Tanaka, Toshimasa; Kubo, Keiji Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 6 p. 3125 - 3140

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P501

Quality Control

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Computational Chemistry Data

TPSA 43.6
LogP 2.1644
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate

CAS No. 67625-36-9

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