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CS-W001157 4
Total: USD 88.00

(2-Methylpyridin-3-yl)boronic acid

  • CAS No. 899436-71-6

  • Cat. No. CS-0136071
  • Purity≥95%
  • MDL No.MFCD07368825

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

(2-Methylpyridin-3-yl)boronic acid|CS-0136071

Structure of 899436-71-6

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General Information

  • CAS No. 899436-71-6
  • Cat. No. CS-0136071
  • Purity ≥95%
  • MDL No. MFCD07368825
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈BNO₂
  • Molecular Weight 136.94
  • Synonym(s) 2-Methylpyridine-3-boronic acid
  • SMILES OB(C1=CC=CN=C1C)O

Description

This boronate moiety integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering functionalized heterocycles with high efficiency. The ortho-methyl group enhances stability and modulates reactivity, enabling selective transformations in complex molecular architectures.

Application

(2-Methylpyridin-3-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation with aryl and vinyl halides. Its pyridine scaffold provides enhanced solubility and stability compared to simpler boronic acids, while the methyl group offers mild electronic modulation. The compound exhibits excellent bench stability, facilitates straightforward purification by recrystallization or flash chromatography, and demonstrates broad functional group tolerance in complex molecule synthesis.

Synthesis

  • Route1

    References

    • US2006/199817 A1, ; Page/Page column 50 ; US 20060199817 A1
  • Route2
    • null|null
      122213-94-9
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~%
    • In-stock
      (2-Methylpyridin-3-yl)boronic acid|CS-0136071
      899436-71-6

    References

    • US2006/189626 A1, ; Page/Page column 4-5; 10 ; US 20060189626 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

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Computational Chemistry Data

  • TPSA   53.35
  • LogP   -0.93018
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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