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CS-W001157 4
Total: USD 88.00

5-Bromoindole-2-carboxaldehyde

  • CAS No. 53590-50-4

  • Cat. No. CS-B1690
  • Purity≥97%
  • MDL No.MFCD06738773

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

5-Bromoindole-2-carboxaldehyde|CS-B1690

Structure of 53590-50-4

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General Information

  • CAS No. 53590-50-4
  • Cat. No. CS-B1690
  • Purity ≥97%
  • MDL No. MFCD06738773
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) 5-bromo-1H-indole-2-carbaldehyde
  • SMILES O=CC(N1)=CC2=C1C=CC(Br)=C2

Application

5-Bromoindole-2-carboxaldehyde serves as a versatile building block for the synthesis of biologically relevant indole derivatives. Its aldehyde functionality enables efficient imine formation, Ugi reactions, and reductive amination, while the bromo group supports palladium-catalyzed cross-coupling transformations. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Dann, Otto; Char, Helmut; Fleischmann, Paul; Fricke, Helmut Liebigs Annalen der Chemie, 1986 , # 3 p. 438 - 455
  • Route2

    References

    • Liebigs Annalen der Chemie, , # 3 p. 438 - 455
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 57, # 2 p. 364 - 377

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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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