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

  • CAS No. 1093819-50-1

  • Cat. No. CS-0030586
  • Purity≥97%
  • MDL No.MFCD09832892

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine|CS-0030586

Structure of 1093819-50-1

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General Information

  • CAS No. 1093819-50-1
  • Cat. No. CS-0030586
  • Purity ≥97%
  • MDL No. MFCD09832892
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BN₃O₂
  • Molecular Weight 245.09
  • Synonym(s) 5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-B]pyridine
  • SMILES CC1(C)C(C)(C)OB(C2=CN=C(NN=C3)C3=C2)O1

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine is a bench-stable boronate reagent featuring a pyrazolopyridine core that integrates seamlessly into Suzuki-Miyaura coupling reactions. The tetramethyl-substituted dioxaborolane moiety enhances stability and functional group tolerance, enabling efficient cross-coupling under mild conditions.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its pyrazolopyridine core provides a rigid, electron-deficient heterocyclic scaffold with demonstrated utility in constructing biologically relevant frameworks. The tetramethylboronate group ensures excellent stability, low toxicity, and compatibility with diverse reaction conditions, enabling efficient C–C bond formation under standard Suzuki-Miyaura coupling protocols. This compound facilitates rapid diversification in medicinal chemistry campaigns and is well-suited for parallel synthesis and library generation.

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   60.03
  • LogP   1.2571
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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