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CS-W001157 4
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5-Fluoro-2-pyridinecarbonitrile

  • CAS No. 327056-62-2

  • Cat. No. CS-W009246
  • Purity≥98%
  • MDL No.MFCD08741371

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

5-Fluoro-2-pyridinecarbonitrile|CS-W009246

Structure of 327056-62-2

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General Information

  • CAS No. 327056-62-2
  • Cat. No. CS-W009246
  • Purity ≥98%
  • MDL No. MFCD08741371
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃FN₂
  • Molecular Weight 122.10
  • Synonym(s) None
  • SMILES N#CC1=NC=C(F)C=C1

Description

5-Fluoro-2-pyridinecarbonitrile serves as a key heterocyclic building block in medicinal chemistry, featuring a fluorinated pyridine core paired with a nitrile group. This combination enables direct incorporation into bioactive scaffolds, leveraging the electron-withdrawing nature of both substituents to modulate reactivity and binding affinity. The compound exhibits bench-stable handling characteristics and compatibility with standard synthetic protocols.

Application

5-Fluoro-2-pyridinecarbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated pyridine scaffolds via cross-coupling and nucleophilic substitution reactions. Its dual functionality—fluorine at the C5 position and nitrile at C2—provides orthogonal reactivity for downstream derivatization. The compound exhibits excellent bench stability and compatibility with standard synthetic protocols, facilitating purification and integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; NPS PHARMACEUTICALS, INC. Patent: WO2005/66155 A1, 2005 ; Location in patent: Page/Page column 23 ; WO 2005/066155 A1
  • Route2
    • null|null
      557-21-1
    • In-stock
      2-Bromo-5-fluoropyridine|CS-W008965
      41404-58-4
    • ~69%
    • In-stock
      5-Fluoro-2-pyridinecarbonitrile|CS-W009246
      327056-62-2

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED; ALMEIDA, Lynsie; CHUAQUI, Claudio, Edmundo; GUAN, Amy; IOANNIDIS, Stephanos; LAMB, Michelle; PENG, Bo; SU, Qibin Patent: WO2010/20810 A1, 2010 ; Location in patent: Page/Page column 63-64 ; WO 2010/020810 A1
  • Route3
    • In-stock
      2-Bromo-5-fluoropyridine|CS-W008965
      41404-58-4
    • null|null
      557-21-1
    • ~72%
    • In-stock
      5-Fluoro-2-pyridinecarbonitrile|CS-W009246
      327056-62-2

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2008/129255 A1, 2008 ; Location in patent: Page/Page column 65-66 ; WO 2008/129255 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H318-H410
Precautionary Statements : P264-P270-P273-P280-P330-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   1.09238
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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