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CS-W001157 4
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5-Formylpicolinonitrile

  • CAS No. 131747-68-7

  • Cat. No. CS-W018580
  • Purity≥95%
  • MDL No.MFCD12755972

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

5-Formylpicolinonitrile|CS-W018580

Structure of 131747-68-7

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General Information

  • CAS No. 131747-68-7
  • Cat. No. CS-W018580
  • Purity ≥95%
  • MDL No. MFCD12755972
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄N₂O
  • Molecular Weight 132.12
  • Synonym(s) 6-Cyanopyridine-3-carboxaldehyde
  • SMILES C(=O)C1=CN=C(C=C1)C#N

Description

5-Formylpicolinonitrile features a strategically positioned formyl group flanked by a nitrile and pyridine ring, enabling direct integration into heterocyclic scaffolds. This electron-deficient platform supports efficient derivatization in cross-coupling and nucleophilic addition reactions under standard conditions.

Application

5-Formylpicolinonitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through condensation and cyclization reactions. Its dual functionality—aldehyde and nitrile groups—supports diverse transformations including nucleophilic additions, imine formation, and transition-metal-catalyzed couplings. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • BAYER HEALTHCARE AG Patent: WO2005/82863 A2, 2005 ; Location in patent: Page/Page column 29-30 ; WO 2005/082863 A2
  • Route2

    References

    • Kyowa Hakko Kirin Co., Ltd.; Fukuda, Yuichi; Kanai, Toshimi; Nakasato, Yoshisuke; Kimpara, Keisuke Patent: US2013/65905 A1, 2013 ; Location in patent: Paragraph 0182 ;
  • Route3
    • null|null
      79-37-8
    • In-stock
      5-(Hydroxymethyl)picolinonitrile|CS-0044059
      58553-48-3
    • ~79%
    • In-stock
      5-Formylpicolinonitrile|CS-W018580
      131747-68-7

    References

    • BAYER HEALTHCARE AG Patent: WO2004/20410 A2, 2004 ; Location in patent: Page 82 ; WO 2004/020410 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
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   53.75
  • LogP   0.76578
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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