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CS-W001157 4
Total: USD 88.00

1-Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

  • CAS No. 847818-70-6

  • Cat. No. CS-W003669
  • Purity≥96%
  • MDL No.MFCD09864188

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

1-Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W003669

Structure of 847818-70-6

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General Information

  • CAS No. 847818-70-6
  • Cat. No. CS-W003669
  • Purity ≥96%
  • MDL No. MFCD09864188
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉BN₂O₂
  • Molecular Weight 222.10
  • Synonym(s) 2-(1-Ethyl-1H-pyrazol-4yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • SMILES CCN1C=C(B2OC(C)(C(C)(O2)C)C)C=N1

Description

(S)-(-)-Limonene is used to inhibit the proliferation of colon cancer cells. It is also used in artificial essential oils in order to produce (+)-carvone. It is an active component of turpentine. Further, it is used in flavorings, fragrances, and cosmetics. It finds application as a solvent and wetting agent. In addition to this it is used to produce resins.

Application

1-Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides metabolic stability and hydrogen-bonding capacity, while the pinacol boronate group enables mild, selective coupling with aryl and vinyl halides. Bench-stable and easily purified by flash chromatography, it facilitates efficient construction of biaryl and heteroaryl scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1
    • In-stock
      1H-Pyrazole-4-boronic acid pinacol ester|CS-D1164
      269410-08-4
    • null|null
      75-03-6
    • ~75%
    • In-stock
      1-Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W003669
      847818-70-6

    References

    • EP1798229 A1, ; Page/Page column 130 ;
  • Route2

    References

    • WO2013/53983 A1, ; Page/Page column 36 ;
  • Route3
    • null|null
      1022151-21-8
    • ~97%
    • In-stock
      1-Ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W003669
      847818-70-6

    References

    • WO2008/51808 A2, ; Page/Page column 117-118 ; WO 2008/051808 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.28
  • LogP   1.2022
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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