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CS-W001157 4
Total: USD 88.00

6-Chloro-1H-indole-3-carbaldehyde

  • CAS No. 703-82-2

  • Cat. No. CS-W017250
  • Purity≥98%
  • MDL No.None

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

6-Chloro-1H-indole-3-carbaldehyde|CS-W017250

Structure of 703-82-2

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General Information

  • CAS No. 703-82-2
  • Cat. No. CS-W017250
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO
  • Molecular Weight 179.60
  • Synonym(s) 1H-indole-3-carboxaldehyde, 6-chloro-
  • SMILES O=CC1=CNC2=C1C=CC(Cl)=C2

Description

6-Chloro-1H-indole-3-carbaldehyde features a chlorinated indole core with a formyl group at the 3-position, enabling direct integration into heterocyclic scaffolds. This electron-deficient aldehyde facilitates efficient coupling reactions and serves as a key intermediate in medicinal chemistry for constructing bioactive molecules.

Application

6-Chloro-1H-indole-3-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the indole C3 position. Its aldehyde functionality facilitates imine formation, reductive amination, and transition-metal-catalyzed couplings, while the 6-chloro substituent provides orthogonal reactivity for cross-coupling or nucleophilic substitution. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis of complex scaffolds and API intermediates.

Synthesis

  • Route1
    • In-stock
      6-Chloroindole|CS-W001973
      17422-33-2
    • null|null
      68-12-2
    • ~85%
    • In-stock
      6-Chloro-1H-indole-3-carbaldehyde|CS-W017250
      703-82-2

    References

    • Zheng, Jing; Deng, Lijuan; Chen, Minfeng; Xiao, Xuzhi; Xiao, Shengwei; Guo, Cuiping; Xiao, Gaokeng; Bai, Liangliang; Ye, Wencai; Zhang, Dongmei; Chen, Heru European Journal of Medicinal Chemistry, 2013 , vol. 65, p. 158 - 167
  • Route2
    • In-stock
      6-Chloroindole|CS-W001973
      17422-33-2
    • null|null
      100-61-8
    • ~67%
    • In-stock
      6-Chloro-1H-indole-3-carbaldehyde|CS-W017250
      703-82-2

    References

    • Wu, Wenliang; Su, Weiping Journal of the American Chemical Society, 2011 , vol. 133, # 31 p. 11924 - 11927
  • Route3

    References

    • US2005/119260 A1, ; Page/Page column 36 ;

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   32.86
  • LogP   2.6338
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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