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1-Methyl-1H-pyrazolo[3,4-b]pyridine-5-boronic acid pinacol ester

  • CAS No. 1312312-78-9

  • Cat. No. CS-B1037
  • Purity≥97%
  • MDL No.MFCD16995953

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

1-Methyl-1H-pyrazolo[3,4-b]pyridine-5-boronic acid pinacol ester|CS-B1037

Structure of 1312312-78-9

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General Information

  • CAS No. 1312312-78-9
  • Cat. No. CS-B1037
  • Purity ≥97%
  • MDL No. MFCD16995953
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BN₃O₂
  • Molecular Weight 259.11
  • Synonym(s) 1H-Pyrazolo[3,4-b]pyridine, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • SMILES CN1C2=NC=C(B3OC(C)(C)C(C)(C)O3)C=C2C=N1

Description

1-Methyl-1H-pyrazolo[3,4-b]pyridine-5-boronic acid pinacol ester features a boronate ester group that enables efficient Suzuki-Miyaura coupling under mild conditions. The pyrazolopyridine core provides enhanced stability and solubility, while the pinacol protection ensures excellent shelf-life and handling convenience. This reagent integrates readily into complex heterocyclic synthesis workflows.

Application

1-Methyl-1H-pyrazolo[3,4-b]pyridine-5-boronic acid pinacol ester serves as a stable, bench-ready building block for Suzuki-Miyaura coupling reactions. The pinacol boronate ester enhances solubility and functional group tolerance, enabling efficient C–C bond formation with aryl and heteroaryl halides. Its compatibility with diverse reaction conditions and ease of purification make it a practical reagent for constructing complex heterocyclic scaffolds 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

Quality Control

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Computational Chemistry Data

  • TPSA   49.17
  • LogP   1.2675
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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