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CS-W001157 4
Total: USD 88.00

2-Methylpyridine-5-boronic acid

  • CAS No. 659742-21-9

  • Cat. No. CS-W003979
  • Purity≥96%
  • MDL No.MFCD06801736

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

2-Methylpyridine-5-boronic acid|CS-W003979

Structure of 659742-21-9

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General Information

  • CAS No. 659742-21-9
  • Cat. No. CS-W003979
  • Purity ≥96%
  • MDL No. MFCD06801736
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈BNO₂
  • Molecular Weight 136.94
  • Synonym(s) 2-Picoline-5-boronic acid; 2-Methylpyridine-5-boronic acid
  • SMILES Cc1ccc(cn1)B(O)O

Description

2-Methylpyridine-5-boronic acid delivers a sterically accessible boronate handle tethered to a nitrogen-rich heterocycle, enabling efficient coupling in Suzuki-Miyaura reactions. The pyridyl scaffold enhances solubility and electronic tuning, while the methyl group provides steric differentiation. This bench-stable reagent streamlines access to functionalized aryl building blocks under standard conditions.

Application

2-Methylpyridine-5-boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. Its pyridyl boronic acid functionality exhibits good stability, ease of handling, and compatibility with diverse functional groups, facilitating straightforward purification and integration into complex molecular architectures common in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • WO2005/32493 A2, ; Page/Page column 40-41 ; WO 2005/032493 A2
  • Route2

    References

    • US2010/41714 A1, ; Page/Page column 17 ; US 20100041714 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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