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CS-W001157 4
Total: USD 88.00

(5-Hydroxypyridin-3-yl)boronic acid

  • CAS No. 1208308-11-5

  • Cat. No. CS-W019248
  • Purity≥97%
  • MDL No.MFCD13189132

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

(5-Hydroxypyridin-3-yl)boronic acid|CS-W019248

Structure of 1208308-11-5

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General Information

  • CAS No. 1208308-11-5
  • Cat. No. CS-W019248
  • Purity ≥97%
  • MDL No. MFCD13189132
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BNO₃
  • Molecular Weight 138.92
  • Synonym(s) None
  • SMILES OC1=CN=CC(B(O)O)=C1

Description

This boronate moiety features a hydroxypyridyl-directing group, enabling efficient palladium-catalyzed cross-coupling reactions. The 5-hydroxy substitution enhances solubility and stability under standard conditions, facilitating direct functionalization in synthetic workflows.

Application

(5-Hydroxypyridin-3-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation with aryl and vinyl halides. The hydroxypyridine moiety enhances solubility and facilitates orthogonal functional group handling, while the boronic acid group offers good bench stability and compatibility with standard reaction conditions. It functions effectively in the synthesis of biologically relevant heterocyclic scaffolds and conjugated systems.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 51, # 22 p. 7099 - 7110

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   73.58
  • LogP   -1.533
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   1

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