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CS-W001157 4
Total: USD 88.00

5-Bromoindole-3-carboxaldehyde

  • CAS No. 877-03-2

  • Cat. No. CS-W002437
  • Purity≥98%
  • MDL No.MFCD00152016

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

5-Bromoindole-3-carboxaldehyde|CS-W002437

Structure of 877-03-2

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General Information

  • CAS No. 877-03-2
  • Cat. No. CS-W002437
  • Purity ≥98%
  • MDL No. MFCD00152016
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) 5-Bromo-3-formylindole
  • SMILES O=Cc1c[nH]c2c1cc(Br)cc2

Description

5-Bromoindole-3-carboxaldehyde features a brominated indole core with a formyl group at the 3-position, enabling direct incorporation into heterocyclic scaffolds. This electron-deficient aldehyde facilitates efficient coupling reactions and serves as a key building block in medicinal chemistry and materials synthesis.

Application

5-Bromoindole-3-carboxaldehyde serves as a versatile building block for the synthesis of functionalized indole scaffolds, enabling direct incorporation into biologically relevant heterocycles. Its aldehyde functionality facilitates efficient imine formation, reductive amination, and coupling reactions with nucleophiles under mild conditions. The bromo substituent provides a handle for subsequent palladium-catalyzed cross-coupling transformations, supporting modular diversification in medicinal chemistry and materials science applications. Bench-stable and readily purified by flash chromatography, it functions effectively in standard synthetic workflows.

Synthesis

  • Route1
    • In-stock
      5-Bromoindole|CS-D0617
      10075-50-0
    • null|null
      68-12-2
    • ~99%
    • In-stock
      5-Bromoindole-3-carboxaldehyde|CS-W002437
      877-03-2

    References

    • ACTELION PHARMACEUTICALS LTD Patent: WO2005/94816 A1, 2005 ; Location in patent: Page/Page column 62 ; WO 2005/094816 A1
  • Route2

    References

    • Vernalis Research Limited Patent: US6433175 B1, 2002 ;
  • Route3
    • In-stock
      5-Bromoindole|CS-D0617
      10075-50-0
    • null|null
      4885-02-3
    • ~32%
    • In-stock
      5-Bromoindole-3-carboxaldehyde|CS-W002437
      877-03-2

    References

    • BAYER HEALTHCARE AG Patent: WO2004/60871 A1, 2004 ; Location in patent: Page/Page column 31; 47-48 ;

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.7429
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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