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CS-W001157 4
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2-Fluoropyridine-6-carboxylic acid

  • CAS No. 402-69-7

  • Cat. No. CS-W019850
  • Purity≥95%
  • MDL No.MFCD02181193

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

2-Fluoropyridine-6-carboxylic acid|CS-W019850

Structure of 402-69-7

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General Information

  • CAS No. 402-69-7
  • Cat. No. CS-W019850
  • Purity ≥95%
  • MDL No. MFCD02181193
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FNO₂
  • Molecular Weight 141.10
  • Synonym(s) 6-Fluoropicolinic acid
  • SMILES O=C(C1=NC(F)=CC=C1)O

Description

2-Fluoropyridine-6-carboxylic acid features a strategically positioned fluorine atom and carboxylic acid group on a pyridine ring, enabling robust integration into pharmaceutical scaffolds. This electron-deficient heterocycle offers enhanced metabolic stability and facilitates directed functionalization in medicinal chemistry. The acidic proton enables salt formation and conjugation, supporting purification and derivatization under standard conditions.

Application

2-Fluoropyridine-6-carboxylic acid serves as a versatile building block for medicinal chemistry and agrochemical synthesis, enabling direct incorporation of fluorinated pyridine motifs into bioactive scaffolds. Its carboxylic acid functionality facilitates amide coupling, esterification, and metal-catalyzed cross-coupling reactions, while the ortho-fluoro group supports nucleophilic aromatic substitution and directed metalation. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for scalable synthesis workflows.

Synthesis

  • Route1

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2004/13138 A2, 2004 ; Location in patent: Page 22 ; WO 2004/013138 A2
  • Route2
    • In-stock
      2-Fluoro-6-methylpyridine|CS-W013665
      407-22-7
    • null|null
      67-63-0
    • ~45%
    • In-stock
      2-Fluoropyridine-6-carboxylic acid|CS-W019850
      402-69-7

    References

    • Bonjouklian, Rosanne; Cohen, Jeffrey Daniel; Gruber, Joseph Michael; Johnson, Douglas Webb; Jungheim, Louis Nickolaus; Kroin, Julian Stanley; Lander, Peter Ambrose; Lin, Ho-Shen; Lohman, Mark Christopher; Muehl, Brian Stephen; Norman, Bryan Hurst; Patel, Vinod Francis; Richett, Michael Enrico; Thrasher, Kenneth Jeff; Vepachedu, Sreenivasarao; White, Wesley Todd; Xie, Yongping; York, Jeremy Schulenburg; Parkhurst, Brandon Lee Patent: US2003/100576 A1, 2003 ; US 20030100576 A1
  • Route3
    • In-stock
      2-Fluoro-5-methylpyridine|CS-W019967
      2369-19-9
    • null|null
      7732-18-5
    • ~%
    • In-stock
      2-Fluoropyridine-6-carboxylic acid|CS-W019850
      402-69-7

    References

    • ELI LILLY AND COMPANY Patent: WO2004/26871 A1, 2004 ; Location in patent: Page 44 ; WO 2004/026871 A1

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-P405-P501

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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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