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CS-W001157 4
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5-Fluoronicotinaldehyde

  • CAS No. 39891-04-8

  • Cat. No. CS-W018621
  • Purity≥97%
  • MDL No.MFCD07778429

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

5-Fluoronicotinaldehyde|CS-W018621

Structure of 39891-04-8

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General Information

  • CAS No. 39891-04-8
  • Cat. No. CS-W018621
  • Purity ≥97%
  • MDL No. MFCD07778429
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FNO
  • Molecular Weight 125.10
  • Synonym(s) 5-Fluoropyridine-3-carbaldehyde
  • SMILES FC1=CC(=CN=C1)C=O

Description

5-Fluoronicotinaldehyde features a fluorinated pyridine ring with an aldehyde group at the 5-position, enabling selective conjugation in synthetic transformations. This electron-deficient heterocycle integrates readily into bioactive scaffolds and serves as a key intermediate in medicinal chemistry applications.

Application

5-Fluoronicotinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to heterocyclic scaffolds and bioactive molecules. Its aldehyde functionality reacts readily with amines, hydrazines, and nucleophiles under mild conditions, facilitating the construction of imines, hydrazones, and cyclic derivatives. The fluorine substituent enhances metabolic stability and modulates electronic properties, making it valuable for medicinal chemistry applications. Bench-stable and amenable to standard purification techniques, 5-Fluoronicotinaldehyde is well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1
    • Ethyl 5-fluoronicotinate|CS-0192907
      22620-29-7
    • ~%
    • In-stock
      5-Fluoronicotinaldehyde|CS-W018621
      39891-04-8

    References

    • MEMORY PHARMACEUTICALS CORPORATION Patent: WO2004/9552 A1, 2004 ; Location in patent: Page 59 ; WO 2004/009552 A1
  • Route2
    • N'-((5-Fluoropyridin-3-yl)methylene)-4-methylbenzenesulfonohydrazide|CS-0190432
      107756-01-4
    • ~%
    • In-stock
      5-Fluoronicotinaldehyde|CS-W018621
      39891-04-8

    References

    • Nishikawa; Shindo; Ishii; Nakamura; Kon; Uno Journal of Medicinal Chemistry, 1989 , vol. 32, # 3 p. 583 - 593
  • Route3
    • 5-Fluoronicotinohydrazide|CS-1045913
      701-40-6
    • ~%
    • In-stock
      5-Fluoronicotinaldehyde|CS-W018621
      39891-04-8

    References

    • Nishikawa; Shindo; Ishii; Nakamura; Kon; Uno Journal of Medicinal Chemistry, 1989 , vol. 32, # 3 p. 583 - 593

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   29.96
  • LogP   1.0332
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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