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CS-W001157 4
Total: USD 88.00

5-Amino-2-fluoropyridine

  • CAS No. 1827-27-6

  • Cat. No. CS-D0790
  • Purity≥97%
  • MDL No.MFCD01632180

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

5-Amino-2-fluoropyridine|CS-D0790

Structure of 1827-27-6

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General Information

  • CAS No. 1827-27-6
  • Cat. No. CS-D0790
  • Purity ≥97%
  • MDL No. MFCD01632180
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅FN₂
  • Molecular Weight 112.11
  • Synonym(s) None
  • SMILES NC1=CC=C(F)N=C1

Description

5-Amino-2-fluoropyridine is a fluorinated heterocyclic building block featuring an electron-rich pyridine core with complementary amino and fluorine substituents. This combination enables selective functionalization in medicinal chemistry, particularly for kinase inhibitors and bioactive scaffolds. The compound exhibits enhanced metabolic stability and favorable solubility profiles under standard conditions, facilitating integration into diverse synthetic sequences.

Application

5-Amino-2-fluoropyridine serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated heterocyclic scaffolds. The amino group facilitates electrophilic substitution and palladium-catalyzed coupling reactions, while the ortho-fluorine supports directed metalation and nucleophilic aromatic substitution. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for modular synthesis of API intermediates and kinase inhibitor candidates.

Synthesis

  • Route1

    References

    • Rewcastle, Gordon W.; Denny, William A.; Winters, R. Thomas; Colbry, Norman L.; Showalter, H. D. Hollis Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 18 p. 2221 - 2226
  • Route2
    • 6-Fluoropyridine-3-carboxamide|CS-0239553
      369-50-6
    • ~%
    • In-stock
      5-Amino-2-fluoropyridine|CS-D0790
      1827-27-6

    References

    • Journal of Medicinal Chemistry, , vol. 50, # 24 p. 6265 - 6273
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 6 p. 1411 - 1416

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   0.8029
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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