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CS-W001157 4
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3-Bromo-5-isoxazolecarboxylic acid

  • CAS No. 6567-35-7

  • Cat. No. CS-W008746
  • Purity≥98%
  • MDL No.MFCD07368611

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

3-Bromo-5-isoxazolecarboxylic acid|CS-W008746

Structure of 6567-35-7

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General Information

  • CAS No. 6567-35-7
  • Cat. No. CS-W008746
  • Purity ≥98%
  • MDL No. MFCD07368611
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrNO₃
  • Molecular Weight 191.97
  • Synonym(s) 3-Bromo-5-carboxyisoxazole; 3-Bromoisoxazole-5-carboxylic acid; NSC 303797; 3-bromo-1,2-oxazole-5-carboxylic acid
  • SMILES O=C(C1=CC(Br)=NO1)O

Description

3-Bromo-5-isoxazolecarboxylic acid features a brominated isoxazole ring fused to a carboxylic acid group, enabling direct coupling in heterocyclic synthesis. This electron-deficient scaffold integrates readily into bioactive molecule frameworks, offering enhanced reactivity in palladium-catalyzed transformations and serving as a key building block for pharmaceutical intermediates.

Application

3-Bromo-5-isoxazolecarboxylic acid serves as a versatile building block for the synthesis of isoxazole-based pharmaceutical intermediates and bioactive heterocycles. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid group supports derivatization via esterification or amide formation. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • US4772719 A1, ;
  • Route2
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    • In-stock
      3-Bromo-5-isoxazolecarboxylic acid|CS-W008746
      6567-35-7

    References

    • US2012/202856 A1, ; Page/Page column 44 ; US 20120202856 A1
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 39, # 11 p. 2232 - 2244

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   63.33
  • LogP   1.1353
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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