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CS-W001157 4
Total: USD 88.00

3-Fluoroisonicotinaldehyde

  • CAS No. 40273-47-0

  • Cat. No. CS-W016568
  • Purity≥98%
  • MDL No.MFCD06410686

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

3-Fluoroisonicotinaldehyde|CS-W016568

Structure of 40273-47-0

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General Information

  • CAS No. 40273-47-0
  • Cat. No. CS-W016568
  • Purity ≥98%
  • MDL No. MFCD06410686
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FNO
  • Molecular Weight 125.10
  • Synonym(s) N,N'-bis(trifluoroacetyl)cystine
  • SMILES O=CC1=CC=NC=C1F

Description

3-Fluoroisonicotinaldehyde features a fluorinated pyridine ring with an aldehyde functional group positioned meta to the nitrogen. This electron-deficient heteroaromatic scaffold enables efficient coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive compounds and pharmaceutical precursors.

Application

3-Fluoroisonicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of fluorinated heterocycles and bioactive scaffolds. Its ortho-fluorinated pyridine aldehyde functionality offers enhanced metabolic stability and tunable electronic properties, facilitating diverse transformations including nucleophilic additions, condensations, and transition-metal-catalyzed couplings. The compound exhibits excellent bench stability and compatibility with common protecting groups, supporting streamlined synthesis workflows for API development.

Synthesis

  • Route1
    • null|null
      68-12-2
    • ~%
    • In-stock
      3-Fluoroisonicotinaldehyde|CS-W016568
      40273-47-0

    References

    • MERCK and CO., INC. Patent: WO2006/69287 A1, 2006 ; Location in patent: Page/Page column 25; 26-27 ;
  • Route2
    • In-stock
      3-Fluoropyridine|CS-W011338
      372-47-4
    • null|null
      107-31-3
    • ~55%
    • In-stock
      3-Fluoroisonicotinaldehyde|CS-W016568
      40273-47-0

    References

    • Moon, Sin Chul; Shin, Jung-Hyu; Jeong, Bong Ho; Kim, Hee Seok; Yu, Byung Soo; Lee, Ji-Sook; Lee, Bang Sook; Namgoong, Sung Keon Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 13 p. 1435 - 1438
  • Route3
    • In-stock
      3-Fluoropyridine|CS-W011338
      372-47-4
    • null|null
      68-12-2
    • ~%
    • In-stock
      3-Fluoroisonicotinaldehyde|CS-W016568
      40273-47-0

    References

    • Krska, Shane W.; Mitten, Jeffrey V.; Dormer, Peter G.; Mowrey, Dale; Machrouhi, Fouzia; Sun, Yongkui; Nelson, Todd D. Tetrahedron, 2009 , vol. 65, # 44 p. 8987 - 8994

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302-H315-H317-H319-H335
Precautionary Statements : P210-P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-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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