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CS-W001157 4
Total: USD 88.00

5-Chloro-6-fluoro-1H-indole

  • CAS No. 169674-57-1

  • Cat. No. CS-W018692
  • Purity≥98%
  • MDL No.MFCD01074495

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

5-Chloro-6-fluoro-1H-indole|CS-W018692

Structure of 169674-57-1

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General Information

  • CAS No. 169674-57-1
  • Cat. No. CS-W018692
  • Purity ≥98%
  • MDL No. MFCD01074495
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClFN
  • Molecular Weight 169.58
  • Synonym(s) 5-CHLORO-6-FLUOROINDOLE
  • SMILES FC1=CC2=C(C=C1Cl)C=CN2

Description

5-Chloro-6-fluoro-1H-indole is a fluorinated indole scaffold featuring orthogonal halogen substituents at the 5- and 6-positions, enabling selective functionalization in medicinal chemistry. This electron-deficient heterocycle integrates readily into bioactive molecules, offering enhanced metabolic stability and improved binding affinity in target-directed synthesis.

Application

5-Chloro-6-fluoro-1H-indole serves as a valuable building block for the synthesis of fluorinated heterocyclic compounds, particularly in medicinal chemistry and agrochemical research. Its electron-deficient indole core enables regioselective functionalization at C2 and C3 positions, while the halogen substituents facilitate palladium-catalyzed cross-coupling reactions. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis workflows requiring orthogonal reactivity.

Synthesis

  • Route1
    • null|null
      1097107-68-0
    • ~87%
    • In-stock
      5-Chloro-6-fluoro-1H-indole|CS-W018692
      169674-57-1

    References

    • Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe Patent: US2006/30613 A1, 2006 ; Location in patent: Page/Page column 30 ;
  • Route2
    • Methyl (4-chloro-5-fluoro-2-iodophenyl)carbamate|CS-0674318
      875305-49-0
    • null|null
      1066-54-2
    • ~83%
    • In-stock
      5-Chloro-6-fluoro-1H-indole|CS-W018692
      169674-57-1

    References

    • Faeh, Christoph; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Pflieger, Philippe Patent: US2007/185113 A1, 2007 ; Location in patent: Page/Page column 16 ;
  • Route3
    • null|null
      947380-15-6
    • ~40%
    • In-stock
      5-Chloro-6-fluoro-1H-indole|CS-W018692
      169674-57-1

    References

    • 4SC AG Patent: WO2009/24613 A1, 2009 ; Location in patent: Page/Page column 80 ;

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   15.79
  • LogP   2.9604
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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