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CS-W001157 4
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1-(Tetrahydrofuran-3-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

  • CAS No. 1029715-63-6

  • Cat. No. CS-W020669
  • Purity≥95%
  • MDL No.MFCD18383269

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

1-(Tetrahydrofuran-3-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W020669

Structure of 1029715-63-6

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General Information

  • CAS No. 1029715-63-6
  • Cat. No. CS-W020669
  • Purity ≥95%
  • MDL No. MFCD18383269
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₁BN₂O₃
  • Molecular Weight 264.13
  • Synonym(s) 1-Tetrahydrofuran-3-yl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyrazole
  • SMILES CC1(C)C(C)(C)OB(C2=CN(C3COCC3)N=C2)O1

Description

This pyrazole derivative features a tetrahydrofuran-3-yl group paired with a boronate ester, enabling efficient cross-coupling under standard conditions. The dioxaborolane moiety delivers stability and reactivity in Suzuki-Miyaura transformations, while the heterocyclic core provides a rigid scaffold for medicinal chemistry applications.

Application

1-(Tetrahydrofuran-3-yl)-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 tetrahydrofuran-3-yl group provides steric and electronic modulation, while the pinacol boronate moiety ensures excellent stability, ease of handling, and compatibility with diverse reaction conditions. This reagent enables efficient construction of functionalized pyrazole scaffolds in medicinal chemistry and materials science workflows.

Synthesis

  • Route1

    References

    • XCOVERY, INC. Patent: WO2008/88881 A1, 2008 ; Location in patent: Page/Page column 46 ; WO 2008/088881 A1
  • Route2
    • In-stock
      1H-Pyrazole-4-boronic acid pinacol ester|CS-D1164
      269410-08-4
    • Tetrahydrofuran-3-yl methanesulfonate|CS-0135379
      156380-34-6
    • ~%
    • In-stock
      1-(Tetrahydrofuran-3-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W020669
      1029715-63-6

    References

    • INCYTE CORPORATION; ZHANG, Colin; QIAN, Ding-quan; ZHUO, Jincong; YAO, Wenqing Patent: WO2010/75270 A1, 2010 ; Location in patent: Page/Page column 164 ; WO 2010/075270 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

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Computational Chemistry Data

  • TPSA   45.51
  • LogP   1.1437
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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