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CS-W001157 4
Total: USD 88.00

5-Fluoronicotinic acid

  • CAS No. 402-66-4

  • Cat. No. CS-W016443
  • Purity≥98%
  • MDL No.MFCD01318537

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

5-Fluoronicotinic acid|CS-W016443

Structure of 402-66-4

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General Information

  • CAS No. 402-66-4
  • Cat. No. CS-W016443
  • Purity ≥98%
  • MDL No. MFCD01318537
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FNO₂
  • Molecular Weight 141.10
  • Synonym(s) Nicotinic acid, 5-fluoro-
  • SMILES C1=C(C=NC=C1C(O)=O)F

Description

5-Fluoronicotinic acid is a bench-stable, electron-deficient heterocyclic carboxylic acid featuring a fluorine atom at the 5-position of the pyridine ring. This substitution enhances its utility in synthetic routes requiring polarized C–H bonds or improved solubility in aqueous-organic mixtures. It integrates readily into pharmaceutical intermediates and bioactive molecule scaffolds through standard amide coupling and electrophilic functionalization protocols.

Application

5-Fluoronicotinic acid serves as a valuable building block in medicinal chemistry, enabling the synthesis of fluorinated heterocycles and bioactive scaffolds. Its ortho-fluoro substitution enhances metabolic stability and modulates electronic properties, while the carboxylic acid functionality facilitates direct coupling or derivatization. The compound exhibits excellent bench stability and compatibility with standard peptide coupling and esterification protocols, making it a practical choice for scalable synthesis and structure-activity studies.

Synthesis

  • Route1

    References

    • ASAHI GLASS COMPANY, LIMITED Patent: US2006/58529 A1, 2006 ; Location in patent: Page/Page column 8 ;
  • Route2
    • 4-Chloro-5-fluoropyridine-3-carboxylic Acid|CS-0195783
      860296-20-4
    • ~87%
    • In-stock
      5-Fluoronicotinic acid|CS-W016443
      402-66-4

    References

    • Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123
  • Route3
    • 3-Fluoro-5-iodo-2-(trimethylsilyl)pyridine|CS-1223892
      860296-26-0
    • null|null
      124-38-9
    • null|null
      1068-55-9
    • ~82%
    • In-stock
      5-Fluoronicotinic acid|CS-W016443
      402-66-4

    References

    • Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   0.9189
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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