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CS-W001157 4
Total: USD 88.00

2,6-Dichloro-5-fluoronicotinic acid

  • CAS No. 82671-06-5

  • Cat. No. CS-W002688
  • Purity≥97%
  • MDL No.MFCD00799517

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

2,6-Dichloro-5-fluoronicotinic acid|CS-W002688

Structure of 82671-06-5

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General Information

  • CAS No. 82671-06-5
  • Cat. No. CS-W002688
  • Purity ≥97%
  • MDL No. MFCD00799517
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂Cl₂FNO₂
  • Molecular Weight 209.99
  • Synonym(s) None
  • SMILES O=C(O)C1=C(Cl)N=C(Cl)C(F)=C1

Description

2,6-Dichloro-5-fluoronicotinic acid features a trifunctional heteroaryl scaffold with strategically positioned halogens enabling direct coupling in late-stage functionalization. The electron-deficient pyridine core facilitates nucleophilic substitution under mild conditions, while the carboxylic acid group provides a handle for amide formation and conjugation. This compound serves as a key building block in the synthesis of bioactive small molecules and pharmaceutical intermediates.

Application

2,6-Dichloro-5-fluoronicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated heterocycles and bioactive scaffolds. Its orthogonal halogenation pattern facilitates selective cross-coupling reactions, while the carboxylic acid group supports direct derivatization or amide formation. The compound exhibits good bench stability and compatibility with standard reaction conditions, making it suitable for scalable synthesis of pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Chu, Daniel T. W.; Fernandes, Prabhavathi B.; Claiborne, Akiyo K.; Gracey, Eugene H.; Pernet, Andre G. Journal of Medicinal Chemistry, 1986 , vol. 29, # 11 p. 2364 - 2369
  • Route2
    • Methyl 5-fluoro-2,6-dihydroxynicotinate|CS-0697075
      148874-68-4
    • ~%
    • In-stock
      2,6-Dichloro-5-fluoronicotinic acid|CS-W002688
      82671-06-5

    References

    • US5204478 A1, ;
  • Route3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 38, # 12 p. 3211 - 3217

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   2.2257
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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