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

Name: Ethyl 7-bromoimidazo[1,2-a]pyridine-3-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1134327-98-2
Cat. No. CS-W006349
Purity≥97%
MDL No.MFCD11045695

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 7-bromoimidazo[1,2-a]pyridine-3-carboxylate|CS-W006349

Structure of 1134327-98-2

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General Information

CAS No. 1134327-98-2
Cat. No. CS-W006349
Purity ≥97%
MDL No. MFCD11045695
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉BrN₂O₂
Molecular Weight 269.10
Synonym(s) 7-BroMo-iMidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester
SMILES CCOC(=O)C1=CN=C2C=C(Br)C=CN12

Description

Ethyl 7-bromoimidazo[1,2-a]pyridine-3-carboxylate features a brominated imidazopyridine core with enhanced electrophilicity at the C7 position, enabling efficient cross-coupling reactions. The ester functionality provides solubility in common organic solvents and facilitates downstream derivatization. This bench-stable reagent serves as a key scaffold for medicinal chemistry campaigns targeting kinase inhibitors and heterocyclic drug candidates.

Application

Ethyl 7-bromoimidazo[1,2-a]pyridine-3-carboxylate serves as a versatile building block for the synthesis of imidazopyridine-based heterocycles. 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 complex scaffolds relevant in medicinal chemistry and agrochemical research.

Synthesis

Route1
- In-stock
  
  84249-14-9
- 33142-21-1
- ~%
- In-stock
  
  1134327-98-2
References
- IRM LLC; TULLY, David C.; RUCKER, Paul Vincent; ALPER, Phillip B.; MUTNICK, Daniel; CHIANELLI, Donatella Patent: WO2012/87519 A1, 2012 ; Location in patent: Page/Page column 112 ; WO 2012/087519 A1
Route2
- In-stock
  
  84249-14-9
- 1426531-64-7
- ~%
- In-stock
  
  1134327-98-2
References
- NOVARTIS AG; IRM LLC; BRUCE, Ian; CHAMOIN, Sylvie; COLLINGWOOD, Stephen Paul; FURET, Pascal; FURMINGER, Vikki; LEWIS, Sarah; LOREN, Jon Christopher; MOLTENI, Valentina; SAUNDERS, Alex Michael; SHAW, Duncan; SVIRIDENKO, Lilya; THOMSON, Christopher; YEH, Vince; JANUS, Diana; WEST, Ryan Patent: WO2013/30802 A1, 2013 ; Location in patent: Page/Page column 121; 122 ;

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 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-3-carboxylate

CAS No. 1134327-98-2

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