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CS-W001157 4
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5-Chloro-1-methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde

  • CAS No. 128455-62-9

  • Cat. No. CS-0061729
  • Purity≥97%
  • MDL No.MFCD00068130

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

5-Chloro-1-methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde|CS-0061729

Structure of 128455-62-9

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General Information

  • CAS No. 128455-62-9
  • Cat. No. CS-0061729
  • Purity ≥97%
  • MDL No. MFCD00068130
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClF₃N₂O
  • Molecular Weight None
  • Synonym(s) 5-chloro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde
  • SMILES CN1C(Cl)=C(C(C(F)(F)F)=N1)C=O

Description

5-Chloro-1-methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde features a trifluoromethyl group and chloro substituent that enhance electron withdrawal, enabling efficient coupling in transition-metal-catalyzed transformations. The aldehyde functionality provides a direct handle for derivatization, while the pyrazole core offers stability under standard reaction conditions.

Application

5-Chloro-1-methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyrazole scaffolds. The aldehyde group facilitates diverse transformations including reductive amination, Wittig reactions, and nucleophilic additions, while the chloro and trifluoromethyl substituents offer enhanced metabolic stability and modulated electronic properties. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for high-throughput library synthesis and process-scale applications.

Synthesis

  • Route1
    • In-stock
      1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-ol|CS-0102859
      122431-37-2
    • null|null
      68-12-2
    • ~73%
    • In-stock
      5-Chloro-1-methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde|CS-0061729
      128455-62-9

    References

    • KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY CO., LTD. Patent: EP1405853 A1, 2004 ; Location in patent: Page 83-84 ;
  • Route2
    • 2-Methyl-5-(trifluoromethyl)-1,2-dihydro-3H-pyrazol-3-one|CS-1187260
      356759-12-1
    • ~%
    • In-stock
      5-Chloro-1-methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde|CS-0061729
      128455-62-9

    References

    • US6063734 A1, ;
  • Route3
    • In-stock
      1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one|CS-0063181
      1481-02-3
    • null|null
      68-12-2
    • ~%
    • In-stock
      5-Chloro-1-methyl-3-(trifluoromethyl)pyrazole-4-carbaldehyde|CS-0061729
      128455-62-9

    References

    • Journal of Heterocyclic Chemistry, , vol. 48, # 2 p. 389 - 396

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

Quality Control

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Computational Chemistry Data

  • TPSA   34.89
  • LogP   1.9048
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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