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CS-W001157 4
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Methyl indoline-5-carboxylate

  • CAS No. 141452-01-9

  • Cat. No. CS-W003397
  • Purity≥95%
  • MDL No.MFCD07371630

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

Methyl indoline-5-carboxylate|CS-W003397

Structure of 141452-01-9

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General Information

  • CAS No. 141452-01-9
  • Cat. No. CS-W003397
  • Purity ≥95%
  • MDL No. MFCD07371630
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₂
  • Molecular Weight 177.20
  • Synonym(s) methyl 2,3-dihydro-1H-indole-5-carboxylate
  • SMILES COC(=O)c1ccc2c(c1)CCN2

Description

Methyl indoline-5-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a fused indoline core with a strategically positioned ester group. This compound integrates readily into synthetic sequences requiring electron-rich aromatic systems and serves as a key intermediate in the development of bioactive molecules and functional materials.

Application

Methyl indoline-5-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient construction of indoline-based heterocycles. Its carboxylate functionality facilitates derivatization via standard ester manipulations, while the indoline core provides a rigid, electron-rich scaffold suitable for further functionalization. The compound exhibits excellent bench stability and compatibility with diverse reaction conditions, making it ideal for modular synthesis workflows in API development and target-oriented synthesis.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; TRAN, Joe, A.; CHEN, Chen Patent: WO2010/149685 A1, 2010 ; Location in patent: Page/Page column 51 ; WO 2010/149685 A1
  • Route2
    • null|null
      7664-93-9
    • In-stock
      Methyl 1H-indole-5-carboxylate|CS-D1099
      1011-65-0
    • ~%
    • In-stock
      Methyl indoline-5-carboxylate|CS-W003397
      141452-01-9

    References

    • US5185361 A1, ;
  • Route3
    • Methyl 1-acetylindoline-5-carboxylate|CS-1716878
      153497-12-2
    • ~%
    • In-stock
      Methyl indoline-5-carboxylate|CS-W003397
      141452-01-9

    References

    • Journal of Heterocyclic Chemistry, , vol. 30, # 4 p. 1133 - 1136

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   38.33
  • LogP   1.4412
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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