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CS-W001157 4
Total: USD 88.00

(2,6-Difluoropyridin-4-yl)boronic acid

  • CAS No. 401816-16-8

  • Cat. No. CS-0108431
  • Purity≥95%
  • MDL No.MFCD04114289

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

(2,6-Difluoropyridin-4-yl)boronic acid|CS-0108431

Structure of 401816-16-8

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General Information

  • CAS No. 401816-16-8
  • Cat. No. CS-0108431
  • Purity ≥95%
  • MDL No. MFCD04114289
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BF₂NO₂
  • Molecular Weight 158.90
  • Synonym(s) 2,6-Difluoropyridine-4-boronic acid
  • SMILES OB(C1=CC(F)=NC(F)=C1)O

Description

This boronate moiety features a difluoropyridine scaffold, delivering enhanced stability and tunable reactivity in cross-coupling processes. The electron-deficient pyridine ring facilitates efficient palladium-catalyzed transformations, while the fluorine substituents improve solubility and metabolic resistance. Ideal for constructing bioactive heterocycles under standard conditions.

Application

(2,6-Difluoropyridin-4-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The strategically positioned fluorine substituents enhance reactivity through electronic activation while maintaining bench stability and compatibility with diverse functional groups. Its predictable coupling behavior and ease of purification make it well-suited for iterative synthesis in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      4-Bromo-2,6-difluoropyridine|CS-W006889
      903513-58-6
    • null|null
      5419-55-6
    • ~33%
    • In-stock
      (2,6-Difluoropyridin-4-yl)boronic acid|CS-0108431
      401816-16-8

    References

    • US7087755 B1, ; Page/Page column 5 ;
  • Route2
    • In-stock
      2,6-Difluoro-4-iodopyridine|CS-W006507
      685517-71-9
    • null|null
      121-43-7
    • null|null
      108-18-9
    • ~%
    • In-stock
      (2,6-Difluoropyridin-4-yl)boronic acid|CS-0108431
      401816-16-8

    References

    • EP519370 A2, ;

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   53.35
  • LogP   -0.9604
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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