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CS-W001157 4
Total: USD 88.00

2,6-Difluoropyridin-4-amine

  • CAS No. 63489-58-7

  • Cat. No. CS-W005329
  • Purity≥95%
  • MDL No.MFCD08436089

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

2,6-Difluoropyridin-4-amine|CS-W005329

Structure of 63489-58-7

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General Information

  • CAS No. 63489-58-7
  • Cat. No. CS-W005329
  • Purity ≥95%
  • MDL No. MFCD08436089
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄F₂N₂
  • Molecular Weight 130.10
  • Synonym(s) 6-difluoropyridin-4-aMine
  • SMILES NC1=CC(F)=NC(F)=C1

Description

2,6-Difluoropyridin-4-amine features a fluorinated pyridine core with strategically positioned electron-withdrawing substituents, enhancing its reactivity in cross-coupling and nucleophilic substitution processes. The para-amino group enables direct incorporation into pharmaceutical scaffolds, while the difluoro substitution imparts metabolic stability and improved membrane permeability. This bench-stable compound serves as a key building block for bioactive heterocycles.

Application

2,6-Difluoropyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 4-position via nucleophilic substitution due to the activating effect of the fl uorine atoms. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions facilitate efficient access to substituted pyridine scaffolds common in pharmaceutical development.

Synthesis

  • Route1
    • In-stock
      3,5-Dichloro-2,6-difluoropyridin-4-amine|CS-0113069
      2840-00-8
    • ~32%
    • In-stock
      2,6-Difluoropyridin-4-amine|CS-W005329
      63489-58-7
    • 3-Chloro-2,6-difluoropyridin-4-amine|CS-W017898
      405230-78-6

    References

    • Nucleosides, Nucleotides and Nucleic Acids, , vol. 20, # 12 p. 1975 - 2000
  • Route2

    References

    • McNamara; Cook Journal of Medicinal Chemistry, 1987 , vol. 30, # 2 p. 340 - 347
  • Route3
    • null|null
      1352830-73-9
    • ~0%
    • 2-Chloro-6-fluoropyridin-4-amine|CS-0896852
      1352830-76-2
    • In-stock
      2,6-Difluoropyridin-4-amine|CS-W005329
      63489-58-7

    References

    • BRACCO IMAGING S.P.A.; SWENSON, Rolf, E.; RAJU, Natarajan; ESTRELLA-JIMENEZ, Maria, E.; RAMALINGAM, Kondareddiar Patent: WO2011/159864 A1, 2011 ; Location in patent: Page/Page column 41-42 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H315-H319-H332-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   0.942
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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