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Methyl 2,3-dioxo-2,3-dihydro-1H-indole-6-carboxylate

  • CAS No. 213670-35-0

  • Cat. No. CS-0049191
  • Purity≥97%
  • MDL No.None

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

Methyl 2,3-dioxo-2,3-dihydro-1H-indole-6-carboxylate|CS-0049191

Structure of 213670-35-0

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General Information

  • CAS No. 213670-35-0
  • Cat. No. CS-0049191
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₄
  • Molecular Weight 205.17
  • Synonym(s) Methyl 2,3-dioxoindoline-6-carboxylate
  • SMILES COC(=O)C1=CC=C2C(NC(=O)C2=O)=C1

Description

Methyl 2,3-dioxo-2,3-dihydro-1H-indole-6-carboxylate features a fused indole core with adjacent diketone functionality and a methyl ester at the C6 position. This electron-deficient scaffold enables direct coupling in transition-metal-catalyzed reactions and serves as a key building block for heterocyclic libraries. The molecule exhibits enhanced stability under standard bench conditions and integrates readily into synthetic sequences requiring precise regiocontrol.

Application

Methyl 2,3-dioxo-2,3-dihydro-1H-indole-6-carboxylate serves as a versatile building block for the synthesis of indole-based heterocycles and bioactive scaffolds. Its diketone functionality enables efficient cyclization and functionalization reactions, particularly in transition-metal-catalyzed couplings and condensation processes. The methyl ester group provides a handle for selective transformations, while the planar, electron-deficient core enhances reactivity in nucleophilic additions. Bench-stable and readily purified by chromatography, it functions effectively in both academic and industrial synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   72.47
  • LogP   0.608
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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