Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate

Name: Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate
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CAS No. 1187236-18-5
Cat. No. CS-0037866
Purity≥95%
MDL No.None

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Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate|CS-0037866

Structure of 1187236-18-5

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General Information

CAS No. 1187236-18-5
Cat. No. CS-0037866
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉BrN₂O₂
Molecular Weight 269.10
Synonym(s) IMidazo[1,2-a]pyridine-2-carboxylic acid, 7-broMo-, ethyl ester
SMILES CCOC(=O)C1=CN2C=CC(=CC2=N1)Br

Description

Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate features a brominated imidazopyridine core with enhanced reactivity at the C7 position. This electron-deficient heterocycle integrates readily into transition-metal-catalyzed coupling reactions. The ester functionality enables further derivatization, supporting rapid access to bioactive scaffolds in medicinal chemistry and materials science.

Application

Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate serves as a versatile building block for the synthesis of imidazopyridine-based scaffolds commonly found in medicinal chemistry. The bromine at the C7 position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports further derivatization via hydrolysis or reduction. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient incorporation into complex molecular architectures.

Synthesis

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- In-stock
  
  84249-14-9
- 70-23-5
- ~%
- In-stock
  
  1187236-18-5
References
- BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; BRUNETTE, Steven Richard; BURKE, Michael Jason; KIRRANE, Thomas Martin, Jr.; MAN, Chuk Chui; MARSHALL, Daniel Richard; PADYANA, Anil Kumar; RAZAVI, Hossein; SIBLEY, Robert; SMITH KEENAN, Lana Louise; SNOW, Roger John; SORCEK, Ronald John; TAKAHASHI, Hidenori; TAYLOR, Steven John; TURNER, Michael Robert; YOUNG, Erick Richard Roush; ZHANG, Qiang; ZHANG, Yunlong; ZINDELL, Renee M. Patent: WO2014/14874 A1, 2014 ; Location in patent: Page/Page column 201; 202 ;

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-P405

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Computational Chemistry Data

TPSA 43.6
LogP 2.2735
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 7-bromoimidazo[1,2-a]pyridine-2-carboxylate

CAS No. 1187236-18-5

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