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CS-W001157 4
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Ethyl 5-bromo-1H-imidazole-2-carboxylate

  • CAS No. 944900-49-6

  • Cat. No. CS-W005885
  • Purity≥97%
  • MDL No.MFCD09842485

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

Ethyl 5-bromo-1H-imidazole-2-carboxylate|CS-W005885

Structure of 944900-49-6

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General Information

  • CAS No. 944900-49-6
  • Cat. No. CS-W005885
  • Purity ≥97%
  • MDL No. MFCD09842485
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂O₂
  • Molecular Weight 219.04
  • Synonym(s) ethyl 5-bromo-Imidazole-2-carboxylate
  • SMILES O=C(C1=NC=C(Br)N1)OCC

Description

Ethyl 5-bromo-1H-imidazole-2-carboxylate features a brominated imidazole core with enhanced electrophilicity at the C5 position, enabling efficient coupling in cross-coupling reactions. The ester functionality provides solubility in common organic solvents and facilitates downstream transformations. This bench-stable reagent integrates readily into heterocyclic synthesis workflows.

Application

Ethyl 5-bromo-1H-imidazole-2-carboxylate serves as a versatile building block for the synthesis of imidazole-based heterocycles, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the ester functionality supports subsequent hydrolysis or reduction. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry campaigns and API intermediate development.

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   54.98
  • LogP   1.3489
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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