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Ethyl 3-bromoimidazo[1,2-a]pyridine-6-carboxylate

  • CAS No. 1215504-30-5

  • Cat. No. CS-0041275
  • Purity≥98%
  • MDL No.MFCD12827886

*For research and further manufacturing use only, not for direct human use.

Ethyl 3-bromoimidazo[1,2-a]pyridine-6-carboxylate|CS-0041275

Structure of 1215504-30-5

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General Information

  • CAS No. 1215504-30-5
  • Cat. No. CS-0041275
  • Purity ≥98%
  • MDL No. MFCD12827886
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrN₂O₂
  • Molecular Weight 269.09
  • Synonym(s) IMidazo[1,2-a]pyridine-6-carboxylic acid, 3-broMo-, ethyl ester
  • SMILES O=C(C1=CN2C(C=C1)=NC=C2Br)OCC

Description

Ethyl 3-bromoimidazo[1,2-a]pyridine-6-carboxylate features a brominated imidazopyridine core that enables direct functionalization in late-stage diversification. This bench-stable heterocycle integrates readily into synthetic sequences requiring electrophilic coupling or transition-metal-catalyzed cross-coupling reactions. The ester group provides a handle for further derivatization while maintaining solubility under standard conditions.

Application

Ethyl 3-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 bromine at the 3-position enables palladium-catalyzed cross-coupling reactions, while the ester group supports further functionalization via hydrolysis or reduction. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient construction of complex heterocycles relevant to medicinal chemistry and process development.

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-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

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