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Methyl 4-bromo-5-methyl-1,2-oxazole-3-carboxylate

  • CAS No. 850832-54-1

  • Cat. No. CS-0061153
  • Purity≥97%
  • MDL No.None

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

Methyl 4-bromo-5-methyl-1,2-oxazole-3-carboxylate|CS-0061153

Structure of 850832-54-1

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General Information

  • CAS No. 850832-54-1
  • Cat. No. CS-0061153
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO₃
  • Molecular Weight 220.02
  • Synonym(s) Methyl 4-bromo-5-methylisoxazole-3-carboxylate
  • SMILES CC1=C(C(=NO1)C(=O)OC)Br

Description

Methyl 4-bromo-5-methyl-1,2-oxazole-3-carboxylate features a brominated oxazole core with a methyl substituent at the 5-position and a methyl ester group at C3. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a stable building block for synthesizing complex bioactive molecules under standard conditions.

Application

Methyl 4-bromo-5-methyl-1,2-oxazole-3-carboxylate serves as a versatile heterocyclic building block for transition-metal-catalyzed cross-coupling reactions. The bromine substituent enables palladium-mediated coupling with aryl, vinyl, and alkyl partners, while the ester group provides a handle for further functionalization. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of substituted oxazoles and complex pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • TANABE SEIYAKU CO., LTD. Patent: WO2005/37271 A2, 2005 ; Location in patent: Page/Page column 185 ; WO 2005/037271 A2

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   52.33
  • LogP   1.53212
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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