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CS-W001157 4
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Ethyl 5-aminoindole-2-carboxylate

  • CAS No. 71086-99-2

  • Cat. No. CS-0042349
  • Molecule weight204.23
  • Purity≥98%
  • MDL No.MFCD08689973

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

Ethyl 5-aminoindole-2-carboxylate|CS-0042349

Structure of 71086-99-2

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General Information

  • CAS No. 71086-99-2
  • Cat. No. CS-0042349
  • Purity ≥98%
  • MDL No. MFCD08689973
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂N₂O₂
  • Molecular Weight 204.23
  • Synonym(s) Ethyl 5-amino-1H-indole-2-carboxylate
  • SMILES O=C(C(N1)=CC2=C1C=CC(N)=C2)OCC

Description

Ethyl 5-aminoindole-2-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a strategically positioned amino group that enhances reactivity in C–H functionalization and cross-coupling processes. This electron-rich scaffold integrates seamlessly into pharmaceutical intermediates and advanced materials, offering high solubility in common organic solvents and compatibility with standard synthetic protocols.

Application

Ethyl 5-aminoindole-2-carboxylate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C5 position via amidation, alkylation, or transition-metal-catalyzed coupling. The amino group provides a handle for derivatization while maintaining compatibility with standard protecting group strategies. Its bench-stable nature and ease of purification support scalable synthesis of indole-based heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • WO2005/80367 A1, ; Page/Page column 67-68; 113-114 ;
  • Route2
    • null|null
      1227862-58-9
    • In-stock
      Ethyl 5-nitro-1H-indole-2-carboxylate|CS-W006357
      16732-57-3
    • ~%
    • In-stock
      Ethyl 5-aminoindole-2-carboxylate|CS-0042349
      71086-99-2

    References

    • US2011/224137 A1, ; US 20110224137 A1
  • Route3
    • null|null
      409315-76-0
    • ~%
    • In-stock
      Ethyl 5-aminoindole-2-carboxylate|CS-0042349
      71086-99-2

    References

    • Journal of Organic Chemistry, , vol. 18, p. 345,356

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

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Computational Chemistry Data

  • TPSA   68.11
  • LogP   1.9268
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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