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CS-W001157 4
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(2-Cyanopyridin-3-yl)boronic acid

  • CAS No. 874290-88-7

  • Cat. No. CS-0054908
  • Purity≥85%
  • MDL No.None

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

(2-Cyanopyridin-3-yl)boronic acid|CS-0054908

Structure of 874290-88-7

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General Information

  • CAS No. 874290-88-7
  • Cat. No. CS-0054908
  • Purity ≥85%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BN₂O₂
  • Molecular Weight 147.93
  • Synonym(s) boronic acid, B-(2-cyano-3-pyridinyl)-
  • SMILES OB(C1=CC=CN=C1C#N)O

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura couplings, offering enhanced stability and solubility under standard conditions. The electron-deficient pyridine ring facilitates selective reaction pathways, while the cyanide group enables downstream functionalization through nucleophilic addition or metal-catalyzed transformations.

Application

(2-Cyanopyridin-3-yl)boronic acid serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to functionalized pyridine scaffolds. Its cyano group provides enhanced electronic modulation and orthogonal reactivity, while the boronic acid moiety offers excellent bench stability and compatibility with Suzuki-Miyaura coupling protocols. The compound facilitates rapid diversification of heterocyclic systems in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Synlett, , # 1 art. no. G33905ST, p. 53 - 56

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   77.14
  • LogP   -1.36692
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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