511188

Methyl indole-5-carboxylate

99%

• Synonym(s): Indole-5-carboxylic acid, methyl ester
• Empirical Formula (Hill Notation): C₁₀H₉NO₂
• CAS Number: 1011-65-0
• Molecular Weight: 175.18
• NACRES: NA.22
• PubChem Substance ID: 24873426
• UNSPSC Code: 12352100
• MDL number: MFCD00153023
• Assay: 99%

Properties

• Quality Segment: 100
• assay: 99%
• mp: 126-128 °C (lit.)
• functional group: ester
• SMILES string: COC(=O)c1ccc2[nH]ccc2c1
• InChI: 1S/C10H9NO2/c1-13-10(12)8-2-3-9-7(6-8)4-5-11-9/h2-6,11H,1H3
• InChI key: DRYBMFJLYYEOBZ-UHFFFAOYSA-N

Description

General description

Methyl indole-5-carboxylate (Methyl 1H-indole-5-carboxylate), a substituted 1H-indole, can be prepared by the esterification of indole-5-carboxylic acid. Its efficacy as a substrate for indigoid generation has been assessed.

Application

Methyl indole-5-carboxylate may be used as a reactant in the following processes:

• biosynthesis of inhibitors of protein kinases
• metal-free Friedel-Crafts alkylation
• preparation of diphenylsulfonium ylides from Martin′s sulfurane
• cross dehydrogenative coupling reactions
• synthesis of indirubin derivatives
• preparation of aminoindolylacetates

Methyl indole-5-carboxylate may be used in the preparation of:

• methyl indoline-5-carboxylate
• 1H-indole-5-carbohydrazide
• dimethyl 1H-indole-3,5-dicarboxylate

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves