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3-[[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl]pyridine

  • CAS No. 864754-21-2

  • Cat. No. CS-0030603
  • Purity≥97%
  • MDL No.MFCD08706029

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

3-[[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl]pyridine|CS-0030603

Structure of 864754-21-2

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General Information

  • CAS No. 864754-21-2
  • Cat. No. CS-0030603
  • Purity ≥97%
  • MDL No. MFCD08706029
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₀BN₃O₂
  • Molecular Weight 285.15
  • Synonym(s) 3-[4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRAZOL-1-YLMETHYL]-PYRIDINE
  • SMILES CC1(C)C(C)(C)OB(C2=CN(CC3=CC=CN=C3)N=C2)O1

Description

This pyrazole-functionalized boronate ester integrates a tetramethyl-1,3,2-dioxaborolane moiety with a 3-pyridylmethyl scaffold, enabling efficient Suzuki-Miyaura coupling under mild conditions. The sterically protected boronate group ensures high stability and compatibility with diverse reaction environments.

Application

3-[[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl]pyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its pyrazole-pyridine scaffold enables efficient construction of biaryl and heteroaryl architectures with excellent functional group tolerance. The stable boronate ester facilitates straightforward purification and bench handling, making it ideal for modular synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • WO2010/10186 A1, ; Page/Page column 57 ; WO 2010/010186 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   49.17
  • LogP   1.6256
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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