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CS-W001157 4
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6-Fluoropyridine-2-boronicacid

  • CAS No. 916176-61-9

  • Cat. No. CS-0060442
  • Purity≥97%
  • MDL No.None

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

6-Fluoropyridine-2-boronicacid|CS-0060442

Structure of 916176-61-9

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General Information

  • CAS No. 916176-61-9
  • Cat. No. CS-0060442
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BFNO₂
  • Molecular Weight 140.91
  • Synonym(s) Boronic acid, B-(6-fluoro-2-pyridinyl)-
  • SMILES C1=CC(=NC(=C1)F)B(O)O

Description

6-Fluoropyridine-2-boronic acid delivers a fluorinated pyridine scaffold with a boronic acid handle, enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. The electron-deficient ring enhances reactivity, while the bench-stable boronate moiety facilitates reliable functionalization in late-stage diversification workflows.

Application

6-Fluoropyridine-2-boronic acid serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki-Miyaura reactions under mild conditions. Its fluorinated pyridine core provides enhanced electronic modulation and metabolic stability, while the boronic acid group offers excellent bench stability and compatibility with diverse functional groups. Ideal for constructing bioactive heterocycles and pharmaceutical intermediates, it facilitates rapid access to complex scaffolds through reliable, high-yielding transformations.

Synthesis

  • Route1

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2006/127587 A1, 2006 ; Location in patent: Page/Page column 95-96 ; WO 2006/127587 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   -1.0995
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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