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CS-W001157 4
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6-Fluoro-1H-indazole-5-carbonitrile

  • CAS No. 633327-11-4

  • Cat. No. CS-0050207
  • Purity≥95%
  • MDL No.MFCD17010087

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

6-Fluoro-1H-indazole-5-carbonitrile|CS-0050207

Structure of 633327-11-4

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General Information

  • CAS No. 633327-11-4
  • Cat. No. CS-0050207
  • Purity ≥95%
  • MDL No. MFCD17010087
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄FN₃
  • Molecular Weight None
  • Synonym(s) 1h-indazole-5-carbonitrile,6-fluoro
  • SMILES FC1=CC2=C(C=NN2)C=C1C#N

Description

6-Fluoro-1H-indazole-5-carbonitrile features a fluorinated indazole core with a nitrile group at the 5-position, enabling integration into diverse heterocyclic scaffolds. This electron-deficient system enhances reactivity in cross-coupling and cyclization processes. The compound exhibits bench-stable handling characteristics and compatibility with standard synthetic protocols.

Application

6-Fluoro-1H-indazole-5-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized heterocyclic scaffolds. The nitrile group facilitates nucleophilic additions and cyclizations, while the fluorine substituent enhances metabolic stability and modulates electronic properties. This compound exhibits excellent bench stability and compatibility with standard coupling reactions, making it well-suited for parallel synthesis and API development workflows.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED; BAILEY, James; KING, Nigel Paul; LIN, Xichen; REN, Feng; TAN, Kheng-Chuan; MAK, Sing Yeung Patent: WO2011/72488 A1, 2011 ; Location in patent: Page/Page column 17; 39 ; WO 2011/072488 A1
  • Route2
    • null|null
      557-21-1
    • In-stock
      5-Bromo-6-fluoro-1H-indazole|CS-D1263
      105391-70-6
    • ~%
    • In-stock
      6-Fluoro-1H-indazole-5-carbonitrile|CS-0050207
      633327-11-4

    References

    • GLAXO GROUP LIMITED; BAILEY, James; KING, Nigel Paul; LIN, Xichen; REN, Feng; TAN, Kheng-Chuan; MAK, Sing Yeung Patent: WO2011/72488 A1, 2011 ; Location in patent: Page/Page column 17; 39-40 ; WO 2011/072488 A1
  • Route3

    References

    • Eisai Co., Ltd. Patent: EP1510516 A1, 2005 ; Location in patent: Page/Page column 85 ;

Safety Information

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Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   52.47
  • LogP   1.57368
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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