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CS-W001157 4
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Pyridin-2-ylboronic acid

  • CAS No. 197958-29-5

  • Cat. No. CS-W013543
  • Purity≥95%
  • MDL No.MFCD00151844

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

Pyridin-2-ylboronic acid|CS-W013543

Structure of 197958-29-5

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General Information

  • CAS No. 197958-29-5
  • Cat. No. CS-W013543
  • Purity ≥95%
  • MDL No. MFCD00151844
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BNO₂
  • Molecular Weight 122.92
  • Synonym(s) PYRIDINE-2-BORONIC ACID
  • SMILES OB(C1=NC=CC=C1)O

Description

Pyridin-2-ylboronic acid delivers a pyridine-directed boronate handle for cross-coupling reactions. This bench-stable reagent integrates efficiently into Suzuki-Miyaura protocols, enabling direct functionalization at the pyridine nitrogen’s ortho position. The electron-deficient heterocycle enhances reactivity in palladium-catalyzed transformations while maintaining compatibility with diverse functional groups.

Application

Pyridin-2-ylboronic acid serves as a versatile building block in cross-coupling chemistry, enabling efficient C–C bond formation via Suzuki-Miyaura reactions. Its pyridine functionality offers orthogonal reactivity and enhanced solubility compared to phenylboronic acids, while the boronic acid group provides reliable stability under standard bench conditions. This compound facilitates the construction of biaryl systems and heterocyclic scaffolds prevalent in pharmaceutical intermediates, with predictable coupling outcomes and straightforward purification.

Synthesis

  • Route1
    • null|null
      109-04-6
    • ~67%
    • In-stock
      Pyridin-2-ylboronic acid|CS-W013543
      197958-29-5

    References

    • Synthetic Communications, , vol. 33, # 5 p. 795 - 800

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   53.35
  • LogP   -1.2386
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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