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

  • CAS No. 864754-17-6

  • Cat. No. CS-0054079
  • Purity≥97%
  • MDL No.MFCD08272028

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

1-(1,3-Dioxolan-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0054079

Structure of 864754-17-6

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General Information

  • CAS No. 864754-17-6
  • Cat. No. CS-0054079
  • Purity ≥97%
  • MDL No. MFCD08272028
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₁BN₂O₄
  • Molecular Weight 280.13
  • Synonym(s) 1-((1,3-dioxolan-2-yl)methyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
  • SMILES CC1(C)C(C)(C)OB(C2=CN(CC3OCCO3)N=C2)O1

Description

This pyrazole derivative features a boronate ester group enabling efficient Suzuki-Miyaura coupling, paired with a dioxolane-protected aldehyde handle. The tetramethyl-substituted boronate moiety ensures stability and compatibility under standard reaction conditions.

Application

1-(1,3-Dioxolan-2-ylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boron-containing building block for Suzuki-Miyaura coupling reactions. The pyrazole core provides a stable heterocyclic scaffold with tunable nitrogen functionality, while the 1,3-dioxolane-2-ylmethyl group offers protection for aldehyde intermediates. The pinacol boronate moiety enables efficient cross-coupling under mild conditions, with excellent stability and ease of purification, making it ideal for iterative synthesis in medicinal chemistry and materials science applications.

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   54.74
  • LogP   0.5552
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   3

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