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CS-W001157 4
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4-Bromo-1H-pyrazole-3-carboxylic acid

  • CAS No. 13745-17-0

  • Cat. No. CS-W002776
  • Purity≥97%
  • MDL No.MFCD00463984

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

4-Bromo-1H-pyrazole-3-carboxylic acid|CS-W002776

Structure of 13745-17-0

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General Information

  • CAS No. 13745-17-0
  • Cat. No. CS-W002776
  • Purity ≥97%
  • MDL No. MFCD00463984
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃BrN₂O₂
  • Molecular Weight 190.98
  • Synonym(s) methyl 4-bromo-1H-pyrazole-5-carboxylate
  • SMILES O=C(C1=NNC=C1Br)O

Description

4-Bromo-1H-pyrazole-3-carboxylic acid features a brominated pyrazole core paired with a carboxylic acid group, enabling direct coupling in peptide and heterocyclic synthesis. This bench-stable, moisture-tolerant reagent integrates seamlessly into medicinal chemistry workflows for constructing bioactive scaffolds.

Application

4-Bromo-1H-pyrazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrazole-based heterocycles through standard coupling and functionalization reactions. Its carboxylic acid group facilitates direct amide formation or esterification, while the bromine substituent supports palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • BIOLIPOX AB Patent: WO2006/32851 A1, 2006 ; Location in patent: Page/Page column 42 ;
  • Route2

    References

    • Russian Journal of General Chemistry, , vol. 77, # 9 p. 1652 - 1653
  • Route3

    References

    • Janin, Yves L. Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 6 p. 1410 - 1414

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   65.98
  • LogP   0.8704
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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