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

  • CAS No. 1083326-46-8

  • Cat. No. CS-W018985
  • Purity≥95%
  • MDL No.MFCD16660236

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

2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetamide|CS-W018985

Structure of 1083326-46-8

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General Information

  • CAS No. 1083326-46-8
  • Cat. No. CS-W018985
  • Purity ≥95%
  • MDL No. MFCD16660236
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₈BN₃O₃
  • Molecular Weight 251.09
  • Synonym(s) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetamide
  • SMILES O=C(N)CN1N=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

This boronate-functionalized pyrazole derivative integrates seamlessly into cross-coupling reactions, enabling efficient construction of complex heterocyclic architectures. The tetramethyl-1,3,2-dioxaborolane moiety ensures high stability and compatibility under standard reaction conditions.

Application

2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetamide serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole moiety provides a rigid, bioactive heterocyclic scaffold, while the pinacol boronate ester enables stable, air-tolerant handling and broad functional group compatibility. This compound facilitates efficient C–C bond formation under mild conditions, enabling rapid access to complex molecular architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • WO2008/154241 A1, ; Page/Page column 160 ;

Safety Information

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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   79.37
  • LogP   -0.3324
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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