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CS-W001157 4
Total: USD 88.00

2-Methylpyridine-4-boronic acid pinacol ester

  • CAS No. 660867-80-1

  • Cat. No. CS-W000958
  • Purity≥97%
  • MDL No.MFCD08061590

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

2-Methylpyridine-4-boronic acid pinacol ester|CS-W000958

Structure of 660867-80-1

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General Information

  • CAS No. 660867-80-1
  • Cat. No. CS-W000958
  • Purity ≥97%
  • MDL No. MFCD08061590
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈BNO₂
  • Molecular Weight 219.09
  • Synonym(s) 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • SMILES CC1=NC=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

2-Methylpyridine-4-boronic acid pinacol ester features a pyridyl-directed boronate moiety with enhanced stability and moisture tolerance. This bench-stable reagent integrates seamlessly into Suzuki-Miyaura coupling workflows, enabling efficient C–C bond formation at the 4-position of the pyridine ring.

Application

2-Methylpyridine-4-boronic acid pinacol ester serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its pyridyl boronate functionality enables efficient C–C bond formation with aryl and vinyl halides under mild conditions. The pinacol ester moiety enhances solubility and stability while facilitating straightforward handling and purification, making it ideal for constructing functionalized heterocyclic scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • WO2004/14913 A2, ; Page 82 ; WO 2004/014913 A2
  • Route2

    References

    • WO2009/137404 A1, ; Page/Page column 33 ; WO 2009/137404 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   31.35
  • LogP   1.68922
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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