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CS-W001157 4
Total: USD 88.00

2-Chloro-6-fluoropyridine

  • CAS No. 20885-12-5

  • Cat. No. CS-W005021
  • Purity≥95%
  • MDL No.MFCD00077483

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

2-Chloro-6-fluoropyridine|CS-W005021

Structure of 20885-12-5

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General Information

  • CAS No. 20885-12-5
  • Cat. No. CS-W005021
  • Purity ≥95%
  • MDL No. MFCD00077483
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClFN
  • Molecular Weight 131.54
  • Synonym(s) 2-Chloro-6-fluorpyridin
  • SMILES ClC1=NC(=CC=C1)F

Description

2-Chloro-6-fluoropyridine is a fluorinated heterocyclic building block featuring orthogonal reactivity at the chloro and fluoro positions. This electron-deficient pyridine derivative enables selective functionalization in late-stage diversification, particularly in pharmaceutical synthesis. The molecule exhibits enhanced metabolic stability and favorable lipophilicity profiles, making it valuable for drug discovery applications.

Application

2-Chloro-6-fluoropyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The ortho-chloro and meta-fluoro substituents provide distinct functionalization sites, facilitating selective derivatization. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for constructing heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • LaBeaume, Paul; Placzek, Michael; Daniels, Mathew; Kendrick, Ian; Ng, Patrick; McNeel, Melissa; Afroze, Roushan; Alexander, Abigail; Thomas, Rhiannon; Kallmerten, Amy E.; Jones, Graham B. Tetrahedron Letters, 2010 , vol. 51, # 14 p. 1906 - 1909
  • Route2
    • null|null
      109-09-1
    • ~71%
    • null|null
      372-48-5
    • In-stock
      2-Chloro-6-fluoropyridine|CS-W005021
      20885-12-5

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 7 p. 803 - 810
  • Route3
    • null|null
      109-09-1
    • ~%
    • In-stock
      2-Chloro-6-fluoropyridine|CS-W005021
      20885-12-5

    References

    • Journal of Organic Chemistry, , vol. 54, # 7 p. 1726 - 1731

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   1.8741
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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