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CS-W001157 4
Total: USD 88.00

5-Fluoro-2-oxoindoline

  • CAS No. 56341-41-4

  • Cat. No. CS-W002914
  • Purity≥95%
  • MDL No.MFCD02179598

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

5-Fluoro-2-oxoindoline|CS-W002914

Structure of 56341-41-4

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General Information

  • CAS No. 56341-41-4
  • Cat. No. CS-W002914
  • Purity ≥95%
  • MDL No. MFCD02179598
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆FNO
  • Molecular Weight 151.14
  • Synonym(s) None
  • SMILES FC1=CC=C(N2)C(CC2=O)=C1

Description

5-Fluoro-2-oxoindoline delivers a sterically accessible, electron-deficient scaffold ideal for transition-metal-catalyzed coupling and cyclization reactions. This bench-stable heterocycle integrates readily into complex molecular architectures, offering enhanced reactivity at the C5 position due to the fluorine substituent’s inductive effect.

Application

5-Fluoro-2-oxoindoline serves as a versatile building block in medicinal chemistry, enabling efficient construction of indole-based scaffolds. Its electron-deficient aromatic ring and amide functionality facilitate electrophilic substitution, Pd-catalyzed coupling, and cyclization reactions. Bench-stable and readily purified by chromatography, it functions effectively in multi-step syntheses of kinase inhibitors and CNS-targeted compounds.

Synthesis

  • Route1

    References

    • Lin, Wei; Hu, Ming-Hua; Feng, Xian; Fu, Lei; Cao, Cheng-Pao; Huang, Zhi-Bin; Shi, Da-Qing Tetrahedron Letters, 2014 , vol. 55, # 14 p. 2238 - 2242
  • Route2
    • 2-(2-Amino-5-fluorophenyl)acetohydrazide|CS-0663643
      356068-89-8
    • ~75%
    • In-stock
      5-Fluoro-2-oxoindoline|CS-W002914
      56341-41-4

    References

    • SUGEN, Inc. Patent: US2004/186160 A1, 2004 ; Location in patent: Page/Page column 20 ; US 20040186160 A1
  • Route3

    References

    • Lv, Kai; Wang, Li-Li; Liu, Ming-Liang; Zhou, Xin-Bo; Fan, Shi-Yong; Liu, Hong-Ying; Zheng, Zhi-Bing; Li, Song Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 10 p. 3062 - 3065

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   29.1
  • LogP   1.3203
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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