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CS-W001157 4
Total: USD 88.00

4-Bromo-1-methyl-3-(trifluoromethyl)-1H-pyrazole

  • CAS No. 497832-99-2

  • Cat. No. CS-0041880
  • Purity≥95%
  • MDL No.MFCD04115415

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

4-Bromo-1-methyl-3-(trifluoromethyl)-1H-pyrazole|CS-0041880

Structure of 497832-99-2

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General Information

  • CAS No. 497832-99-2
  • Cat. No. CS-0041880
  • Purity ≥95%
  • MDL No. MFCD04115415
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrF₃N₂
  • Molecular Weight 229.00
  • Synonym(s) 4-Bromo-1methyl-3-(trifluoromethyl)-1H-pyrazole
  • SMILES FC(C1=NN(C)C=C1Br)(F)F

Description

4-Bromo-1-methyl-3-(trifluoromethyl)-1H-pyrazole features a trifluoromethyl group enhancing electron-withdrawal and metabolic stability, while the bromine substituent enables facile cross-coupling reactions. This pyrazole scaffold offers high functional group tolerance and bench-stable handling, making it a valuable building block for medicinal chemistry and agrochemical discovery.

Application

4-Bromo-1-methyl-3-(trifluoromethyl)-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine substituent. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the methylated pyrazole core provides a rigid, electron-deficient heterocyclic scaffold. This compound exhibits excellent bench stability, simplifies purification, and functions effectively in standard coupling protocols for constructing complex API intermediates.

Synthesis

  • Route1

    References

    • Schlosser, Manfred; Volle, Jean-Noel; Leroux, Frederic; Schenk, Kurt European Journal of Organic Chemistry, 2002 , # 17 p. 2913 - 2920

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   17.82
  • LogP   2.2014
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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