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CS-W001157 4
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Ethyl 5-(trifluoromethyl)indole-2-carboxylate

  • CAS No. 201929-84-2

  • Cat. No. CS-0037973
  • Purity≥97%
  • MDL No.None

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

Ethyl 5-(trifluoromethyl)indole-2-carboxylate|CS-0037973

Structure of 201929-84-2

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General Information

  • CAS No. 201929-84-2
  • Cat. No. CS-0037973
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀F₃NO₂
  • Molecular Weight 257.21
  • Synonym(s) ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate
  • SMILES CCOC(=O)C1=CC2=CC(=CC=C2N1)C(F)(F)F

Description

Ethyl 5-(trifluoromethyl)indole-2-carboxylate features a trifluoromethyl group at the 5-position of the indole ring, enhancing electron-withdrawing character and metabolic stability. This robust scaffold integrates readily into pharmaceutical intermediates, particularly in kinase inhibitor and bioactive heterocycle synthesis, under standard coupling conditions.

Application

Ethyl 5-(trifluoromethyl)indole-2-carboxylate serves as a versatile building block for constructing indole-based scaffolds in medicinal chemistry. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the ester functionality enables straightforward derivatization via hydrolysis, reduction, or coupling reactions. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis of bioactive molecules.

Synthesis

  • Route1
    • null|null
      2999-46-4
    • In-stock
      2-Bromo-5-(trifluoromethyl)benzaldehyde|CS-W007492
      102684-91-3
    • ~60%
    • In-stock
      Ethyl 5-(trifluoromethyl)indole-2-carboxylate|CS-0037973
      201929-84-2

    References

    • Cai, Qian; Li, Zhengqiu; Wei, Jiajia; Ha, Chengyong; Pei, Duanqing; Ding, Ke Chemical Communications, 2009 , # 48 p. 7581 - 7583
  • Route2

    References

    • Koenig, Stefan G.; Dankwardt, John W.; Liu, Yanbing; Zhao, Hang; Singh, Surendra P. Tetrahedron Letters, 2010 , vol. 51, # 50 p. 6549 - 6551
  • Route3

    References

    • US2007/259946 A1, ; Page/Page column 11 ;

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.09
  • LogP   3.3634
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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