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CS-W001157 4
Total: USD 88.00

3-Bromo-2,6-difluoropyridine

  • CAS No. 80392-79-6

  • Cat. No. CS-W005902
  • Purity≥97%
  • MDL No.MFCD11044274

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

3-Bromo-2,6-difluoropyridine|CS-W005902

Structure of 80392-79-6

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General Information

  • CAS No. 80392-79-6
  • Cat. No. CS-W005902
  • Purity ≥97%
  • MDL No. MFCD11044274
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrF₂N
  • Molecular Weight None
  • Synonym(s) 2,6-difluoro-5-bromopyridine
  • SMILES FC1=CC=C(Br)C(F)=N1

Description

3-Bromo-2,6-difluoropyridine features a trifunctional pyridine core with bromo and two fluorine substituents positioned for orthogonal reactivity. The electron-deficient ring enables efficient cross-coupling, while the ortho-fluorines facilitate selective functionalization. This bench-stable heterocycle integrates seamlessly into medicinal chemistry scaffolds and advanced materials synthesis.

Application

3-Bromo-2,6-difluoropyridine serves as a versatile building block in medicinal chemistry and process development. Its orthogonal halogen reactivity enables selective Suzuki-Miyaura, Negishi, or Buchwald-Hartwig couplings at the bromo position, while the difluoro substitution pattern enhances metabolic stability and modulates electronic properties. Bench-stable and compatible with diverse reaction conditions, it facilitates efficient construction of complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Schlosser, Manfred; Rausis, Thierry European Journal of Organic Chemistry, 2004 , # 5 p. 1018 - 1024
  • Route2

    References

    • European Journal of Organic Chemistry, , # 5 p. 1018 - 1024
  • Route3

    References

    • Boudakian, Max M. Journal of Fluorine Chemistry, 1981 , vol. 18, p. 497 - 506

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   12.89
  • LogP   2.1223
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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