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6-Methoxy-1H-indole-2-carbaldehyde

  • CAS No. 30464-93-8

  • Cat. No. CS-0150276
  • Purity≥97%
  • MDL No.MFCD01545314

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

6-Methoxy-1H-indole-2-carbaldehyde|CS-0150276

Structure of 30464-93-8

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General Information

  • CAS No. 30464-93-8
  • Cat. No. CS-0150276
  • Purity ≥97%
  • MDL No. MFCD01545314
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 6-methoxy-indole-2-carbaldehyde
  • SMILES COC1=CC2=C(C=C1)C=C(C=O)N2

Description

6-Methoxy-1H-indole-2-carbaldehyde features a methoxy-substituted indole core with a reactive aldehyde handle at the 2-position. This electron-rich scaffold enables direct coupling in heterocyclic synthesis and serves as a key building block for bioactive molecules, including kinase inhibitors and fluorescent probes.

Application

6-Methoxy-1H-indole-2-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to indole-based scaffolds. Its aldehyde functionality facilitates reductive amination, Wittig reactions, and coupling with nucleophiles, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step syntheses.

Synthesis

  • Route1
    • (6-Methoxy-1H-indol-2-yl)methanol|CS-0732034
      30464-85-8
    • ~%
    • In-stock
      6-Methoxy-1H-indole-2-carbaldehyde|CS-0150276
      30464-93-8

    References

    • Gore, Vivek; Gravel, Sylvie; Cossette, Chantal; Patel, Pranav; Chourey, Shishir; Ye, Qiuji; Rokach, Joshua; Powell, William S. Journal of Medicinal Chemistry, 2014 , vol. 57, # 2 p. 364 - 377
  • Route2

    References

    • Barcan, Gregg A.; Patel, Ashay; Houk; Kwon, Ohyun Organic Letters, 2012 , vol. 14, # 21 p. 5388 - 5391
  • Route3

    References

    • Gore, Vivek; Gravel, Sylvie; Cossette, Chantal; Patel, Pranav; Chourey, Shishir; Ye, Qiuji; Rokach, Joshua; Powell, William S. Journal of Medicinal Chemistry, 2014 , 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 : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   42.09
  • LogP   1.989
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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