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CS-W001157 4
Total: USD 88.00

6-Fluoro-5-iodopyridin-2-amine

  • CAS No. 884660-47-3

  • Cat. No. CS-0060440
  • Purity≥95%
  • MDL No.MFCD09032812

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

6-Fluoro-5-iodopyridin-2-amine|CS-0060440

Structure of 884660-47-3

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General Information

  • CAS No. 884660-47-3
  • Cat. No. CS-0060440
  • Purity ≥95%
  • MDL No. MFCD09032812
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄FIN₂
  • Molecular Weight 238.00
  • Synonym(s) None
  • SMILES NC1=NC(F)=C(I)C=C1

Description

6-Fluoro-5-iodopyridin-2-amine features a strategically positioned fluorine and iodine substituent on the pyridine core, enabling selective cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the primary amine group offers direct functionalization potential. This compound serves as a key building block in the synthesis of bioactive heterocycles and pharmaceutical intermediates.

Application

6-Fluoro-5-iodopyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The fluorine and iodine substituents allow sequential functionalization, while the pyridin-2-amine moiety provides a handle for further derivatization. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • Sun, Zhenhua; Ahmed, Shahadat; McLaughlin, Larry W. Journal of Organic Chemistry, 2006 , vol. 71, # 7 p. 2922 - 2925
  • Route2

    References

    • Sun, Zhenhua; Ahmed, Shahadat; McLaughlin, Larry W. Journal of Organic Chemistry, 2006 , vol. 71, # 7 p. 2922 - 2925
  • Route3
    • 3-Iodopyridine-2,6-diamine|CS-0035669
      856851-34-8
    • ~%
    • In-stock
      6-Fluoro-5-iodopyridin-2-amine|CS-0060440
      884660-47-3

    References

    • Sun, Zhenhua; Ahmed, Shahadat; McLaughlin, Larry W. Journal of Organic Chemistry, 2006 , vol. 71, # 7 p. 2922 - 2925

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

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.4075
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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