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Methyl 6-methoxy-1H-indole-2-carboxylate

  • CAS No. 98081-83-5

  • Cat. No. CS-0067142
  • Purity≥98%
  • MDL No.MFCD00134301

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

Methyl 6-methoxy-1H-indole-2-carboxylate|CS-0067142

Structure of 98081-83-5

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General Information

  • CAS No. 98081-83-5
  • Cat. No. CS-0067142
  • Purity ≥98%
  • MDL No. MFCD00134301
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO₃
  • Molecular Weight 205.21
  • Synonym(s) Methyl 6-methoxy-2-indolecarboxylate
  • SMILES O=C(C(N1)=CC2=C1C=C(OC)C=C2)OC

Description

Methyl 6-methoxy-1H-indole-2-carboxylate is a bench-stable, moisture-tolerant indole derivative featuring a methoxy group at the C6 position and a methyl ester at C2. This electron-rich scaffold integrates readily into synthetic sequences requiring polar, conjugated heterocycles.

Application

Methyl 6-methoxy-1H-indole-2-carboxylate serves as a versatile building block for indole-based scaffolds, enabling efficient functionalization at the C2 position. Its methyl ester group facilitates subsequent transformations such as hydrolysis, reduction, or coupling reactions. The 6-methoxy substituent enhances solubility and modulates electronic properties, offering improved stability and handling over unsubstituted analogs. This compound functions reliably in cross-coupling, cyclization, and heterocycle synthesis workflows common in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      143702-29-8
    • ~97%
    • In-stock
      Methyl 6-methoxy-1H-indole-2-carboxylate|CS-0067142
      98081-83-5

    References

    • Stokes, Benjamin J.; Dong, Huijun; Leslie, Brooke E.; Pumphrey, Ashley L.; Driver, Tom G. Journal of the American Chemical Society, 2007 , vol. 129, # 24 p. 7500 - 7501
  • Route2
    • null|null
      98081-75-5
    • ~99%
    • In-stock
      Methyl 6-methoxy-1H-indole-2-carboxylate|CS-0067142
      98081-83-5

    References

    • Ranasinghe, Nadeesha; Jones, Graham B. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 6 p. 1740 - 1742
  • Route3
    • 4-Methoxybenzaldehyde, ≥ 99% GC|CS-0676496
      123-11-5
    • ~%
    • In-stock
      Methyl 6-methoxy-1H-indole-2-carboxylate|CS-0067142
      98081-83-5

    References

    • Synlett, , # 17 p. 2755 - 2758

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   51.32
  • LogP   1.9631
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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