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CS-W001157 4
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4-(2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)morpholine

  • CAS No. 864754-18-7

  • Cat. No. CS-W012083
  • Purity≥98%
  • MDL No.MFCD08062342

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

4-(2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)morpholine|CS-W012083

Structure of 864754-18-7

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General Information

  • CAS No. 864754-18-7
  • Cat. No. CS-W012083
  • Purity ≥98%
  • MDL No. MFCD08062342
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₆BN₃O₃
  • Molecular Weight 307.20
  • Synonym(s) 4-{2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]ethyl}morpholine
  • SMILES CC1(C)OB(OC1(C)C)C1=CN(CCN2CCOCC2)N=C1

Description

This morpholine-functionalized boronate ester integrates a pyrazole core with a flexible ethyl linker, enabling efficient cross-coupling in Suzuki-Miyaura reactions. The tetramethyl-1,3,2-dioxaborolane moiety ensures high stability and compatibility under standard conditions, while the electron-rich morpholine group enhances solubility and reactivity in diverse synthetic transformations.

Application

4-(2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)morpholine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane moiety enables robust coupling under mild conditions, while the morpholine ring provides solubility and functional group tolerance. Its stability, ease of purification, and compatibility with diverse reaction partners make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • WO2010/75270 A1, ; Page/Page column 160 ; WO 2010/075270 A1
  • Route2
    • null|null
      89583-07-3
    • In-stock
      1H-Pyrazole-4-boronic acid pinacol ester|CS-D1164
      269410-08-4
    • ~%
    • In-stock
      4-(2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)morpholine|CS-W012083
      864754-18-7

    References

    • Journal of Medicinal Chemistry, , vol. 52, # 24 p. 7934 - 7937

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
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   48.75
  • LogP   0.5145
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   4

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