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CS-W001157 4
Total: USD 88.00

(3-Fluoropyridin-4-yl)boronic acid

  • CAS No. 458532-97-3

  • Cat. No. CS-W007945
  • Purity≥95%
  • MDL No.MFCD03788558

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

(3-Fluoropyridin-4-yl)boronic acid|CS-W007945

Structure of 458532-97-3

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General Information

  • CAS No. 458532-97-3
  • Cat. No. CS-W007945
  • Purity ≥95%
  • MDL No. MFCD03788558
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BFNO₂
  • Molecular Weight 140.91
  • Synonym(s) Boronicacid, B-(3-fluoro-4-pyridinyl)-
  • SMILES OB(C1=C(F)C=NC=C1)O

Description

This boronate moiety integrates a fluorinated pyridine scaffold, offering enhanced stability and predictable reactivity in cross-coupling transformations. The electron-deficient heteroaryl system facilitates efficient palladium-catalyzed coupling under standard conditions, enabling rapid access to bioactive arylated derivatives with improved metabolic resilience.

Application

(3-Fluoropyridin-4-yl)boronic acid serves as a versatile building block in cross-coupling reactions, enabling efficient C–C bond formation under Suzuki-Miyaura conditions. Its fluorinated pyridine core offers enhanced metabolic stability and tunable electronic properties, making it valuable for constructing bioactive heterocycles. The boronic acid functionality provides excellent bench stability, straightforward purification, and compatibility with diverse functional groups, facilitating its integration into complex molecule synthesis.

Synthesis

  • Route1

    References

    • Bouillon, Alexandre; Lancelot, Jean-Charles; Collot, Valerie; Bovy, Philippe R; Rault, Sylvain Tetrahedron, 2002 , vol. 58, # 22 p. 4369 - 4373

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   53.35
  • LogP   -1.0995
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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