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CS-W001157 4
Total: USD 88.00

[1-Methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]boronic acid

  • CAS No. 1138450-30-2

  • Cat. No. CS-0028789
  • Purity≥98%
  • MDL No.None

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

[1-Methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]boronic acid|CS-0028789

Structure of 1138450-30-2

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General Information

  • CAS No. 1138450-30-2
  • Cat. No. CS-0028789
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BF₃N₂O₂
  • Molecular Weight 193.92
  • Synonym(s) 1-Methyl-3-(trifluoromethyl)pyrazole-4-boronic acid
  • SMILES FC(C1=NN(C)C=C1B(O)O)(F)F

Description

This boronate moiety integrates a trifluoromethyl group at the pyrazole 3-position, enhancing electron deficiency and metabolic stability. The methyl substitution at the pyrazole 1-position improves solubility and reduces aggregation. This bench-stable reagent facilitates efficient Suzuki-Miyaura coupling under standard conditions, enabling rapid access to fluorinated heterocyclic scaffolds in medicinal chemistry and materials science.

Application

[1-Methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its trifluoromethyl group enhances metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications. The boronic acid functionality offers excellent bench stability, tolerance to diverse functional groups, and straightforward purification via standard aqueous workup.

Synthesis

  • Route1

    References

    • Glaxo Group Limited Patent: WO2009/43883 A1, 2009 ; Location in patent: Page/Page column 46-47 ; WO 2009/043883 A1

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   58.28
  • LogP   -0.8813
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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