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CS-W001157 4
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Ethyl 2-bromooxazole-4-carboxylate

  • CAS No. 460081-20-3

  • Cat. No. CS-W004991
  • Purity≥96%
  • MDL No.MFCD09801023

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

Ethyl 2-bromooxazole-4-carboxylate|CS-W004991

Structure of 460081-20-3

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General Information

  • CAS No. 460081-20-3
  • Cat. No. CS-W004991
  • Purity ≥96%
  • MDL No. MFCD09801023
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO₃
  • Molecular Weight 220.02
  • Synonym(s) ethyl 2-bromo-1,3-oxazole-4-carboxylate, 2-bromooxazol-4-carboxylic ethyl ester, ethyl 2-bromooxazole-4-carboxylate, 2-bromo-1,3-oxazole-4-carboxylate
  • SMILES O=C(C1=COC(Br)=N1)OCC

Description

Ethyl 2-bromooxazole-4-carboxylate features a brominated oxazole scaffold with a pendant ethyl ester, enabling direct functionalization in heterocyclic synthesis. This bench-stable reagent integrates readily into cross-coupling and nucleophilic substitution workflows, offering high regiocontrol at the C2 position.

Application

Ethyl 2-bromooxazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C2 position via palladium-catalyzed cross-coupling reactions. Its bromine substituent exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the oxazole ring provides metabolic stability and structural rigidity. The ester group allows for further derivatization, including hydrolysis to the carboxylic acid or reduction to the alcohol. Bench-stable and readily purified by flash chromatography, it functions as a reliable scaffold for medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents.

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   52.33
  • LogP   1.6138
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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