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CS-W001157 4
Total: USD 88.00

1-(5-Bromo-1H-indol-3-yl)ethanone

  • CAS No. 19620-90-7

  • Cat. No. CS-D0479
  • Purity≥98%
  • MDL No.MFCD00050471

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

1-(5-Bromo-1H-indol-3-yl)ethanone|CS-D0479

Structure of 19620-90-7

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General Information

  • CAS No. 19620-90-7
  • Cat. No. CS-D0479
  • Purity ≥98%
  • MDL No. MFCD00050471
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO
  • Molecular Weight 238.08
  • Synonym(s) 3-Acetyl-5-bromoindole
  • SMILES CC(C1=CNC2=C1C=C(Br)C=C2)=O

Description

1-(5-Bromo-1H-indol-3-yl)ethanone features a brominated indole core paired with an acetyl group at the 3-position, enabling direct functionalization in cross-coupling and C–H activation reactions. This bench-stable ketone serves as a key intermediate for synthesizing bioactive indole derivatives and conjugated systems in medicinal chemistry.

Application

1-(5-Bromo-1H-indol-3-yl)ethanone serves as a versatile building block for indole-based pharmaceutical intermediates. Its brominated indole core enables palladium-catalyzed cross-coupling reactions, while the acetyl group provides a handle for selective derivatization. The compound exhibits good bench stability and facilitates efficient functionalization in standard synthetic workflows, supporting the construction of complex heterocyclic scaffolds relevant to medicinal chemistry research.

Synthesis

  • Route1
    • In-stock
      5-Bromoindole|CS-D0617
      10075-50-0
    • null|null
      75-36-5
    • ~86%
    • In-stock
      1-(5-Bromo-1H-indol-3-yl)ethanone|CS-D0479
      19620-90-7

    References

    • UNIVERSITE JOSEPH FOURIER; DENIS, Jean-Noël; JOLIVALT, Claude, Marcelle; MAURIN, Max, Maurin, Louis; BURCHAK, Olga, Nikolaevna Patent: WO2013/14104 A1, 2013 ; Location in patent: Page/Page column 45 ;
  • Route2
    • 3-(5-Bromo-1h-indol-3-yl)-3-oxopropanenitrile|CS-0214645
      1020722-10-4
    • ~92%
    • In-stock
      1-(5-Bromo-1H-indol-3-yl)ethanone|CS-D0479
      19620-90-7

    References

    • Venkatanarayana; Dubey, Pramod K. Letters in Organic Chemistry, 2011 , vol. 8, # 9 p. 656 - 662
  • Route3
    • In-stock
      5-Bromoindole|CS-D0617
      10075-50-0
    • null|null
      108-24-7
    • ~%
    • In-stock
      1-(5-Bromo-1H-indol-3-yl)ethanone|CS-D0479
      19620-90-7

    References

    • Simon, Gaelle; Couthon-Gourves, Helene; Haelters, Jean-Pierre; Corbel, Bernard; Kervarec, Nelly; Michaud, Francois; Meijer, Laurent Journal of Heterocyclic Chemistry, 2007 , vol. 44, # 4 p. 793 - 801

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   3.133
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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