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CS-W001157 4
Total: USD 88.00

Boronic acid, B-(1,3,5-trimethyl-1H-pyrazol-4-yl)-

  • CAS No. 847818-62-6

  • Cat. No. CS-0061400
  • Purity≥97%
  • MDL No.None

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

Boronic acid, B-(1,3,5-trimethyl-1H-pyrazol-4-yl)-|CS-0061400

Structure of 847818-62-6

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General Information

  • CAS No. 847818-62-6
  • Cat. No. CS-0061400
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁BN₂O₂
  • Molecular Weight 153.97
  • Synonym(s) 1,3,5-Trimethylpyrazole-4-boronic acid
  • SMILES CC1=NN(C)C(=C1B(O)O)C

Description

This boronate moiety features a sterically protected, electron-rich pyrazole scaffold that enhances stability and solubility in organic media. It integrates readily into Suzuki-Miyaura coupling reactions under mild conditions, delivering high yields with minimal protodeboronation.

Application

(1,3,5-Trimethyl-1H-pyrazol-4-yl)boronic acid serves as a stable, bench-friendly boronate building block for Suzuki-Miyaura cross-coupling reactions. Its electron-rich pyrazole core enhances reactivity while the trimethyl substitution improves solubility and resistance to protodeboronation. The compound functions effectively in diverse coupling protocols, enabling efficient access to substituted heterocycles and arylated scaffolds commonly encountered in medicinal chemistry and materials synthesis.

Synthesis

  • Route1
    • 4-Bromo-1,3,5-trimethyl-1H-pyrazole|CS-W002252
      15801-69-1
    • ~38%
    • In-stock
      Boronic acid, B-(1,3,5-trimethyl-1H-pyrazol-4-yl)-|CS-0061400
      847818-62-6

    References

    • ELI LILLY AND COMPANY Patent: WO2006/102194 A1, 2006 ; Location in patent: Page/Page column 95 ; WO 2006/102194 A1
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 41, # 6 p. 931 - 939

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   58.28
  • LogP   -1.28326
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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