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CS-W001157 4
Total: USD 88.00

4-Chloro-3-fluoropyridine-2-carboxylic acid

  • CAS No. 860296-21-5

  • Cat. No. CS-0070836
  • Purity≥95%
  • MDL No.None

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

4-Chloro-3-fluoropyridine-2-carboxylic acid|CS-0070836

Structure of 860296-21-5

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General Information

  • CAS No. 860296-21-5
  • Cat. No. CS-0070836
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃ClFNO₂
  • Molecular Weight 175.54
  • Synonym(s) 4-Chloro-3-fluoropicolinic acid
  • SMILES O=C(O)C1=C(F)C(Cl)=CC=N1

Description

4-Chloro-3-fluoropyridine-2-carboxylic acid features a fused heterocyclic core with orthogonal electron-withdrawing substituents enabling precise tuning of reactivity. The carboxylic acid group facilitates direct coupling in peptide and macrocyclization workflows, while the fluorine and chlorine atoms enhance metabolic stability and membrane permeability. This scaffold integrates readily into bioactive molecules requiring controlled polarity and targeted electrophilicity.

Application

4-Chloro-3-fluoropyridine-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles via standard coupling reactions. The ortho-halogen and carboxylic acid functionalities provide complementary reactivity for Suzuki-Miyaura, Buchwald-Hartwig, and amide formation, facilitating rapid diversification. Bench-stable and compatible with common protecting group strategies, it supports scalable synthesis of pyridine-based API candidates with enhanced metabolic stability.

Synthesis

  • Route1
    • In-stock
      4-Chloro-3-fluoropyridine|CS-W001515
      2546-56-7
    • null|null
      124-38-9
    • ~70%
    • In-stock
      4-Chloro-3-fluoropyridine-2-carboxylic acid|CS-0070836
      860296-21-5

    References

    • Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123
  • Route2

    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 : 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   50.19
  • LogP   1.5723
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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