6628-34-8

Basic information

• Product Name: (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER
• Synonyms: Propionate;Propanoic acid anion;Propionic acid anion;ETHYL 2-METHYL-3-INDOLYLGLYOXYLATE;ethyl 2-(2-methyl-1H-indol-3-yl)-2-oxoacetate
• CAS NO: 6628-34-8
• Molecular Formula: C₁₃H₁₃NO₃
• Molecular Weight: 73.0706
• Mol File: 6628-34-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 129.5 °C
• Boiling Point: 515.6°C at 760 mmHg
• Flash Point: 292.6°C
• Appearance: /
• Density: 1.259g/cm³
• Vapor Pressure: 9.7E-11mmHg at 25°C
• Refractive Index: 1.589
• PKA: 15.15±0.30(Predicted)
• CAS DataBase Reference: (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER(6628-34-8)
• EPA Substance Registry System: (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER(6628-34-8)

Safety Data

• Hazardous Substances Data: 6628-34-8(Hazardous Substances Data)

Usage

Uses

Ethyl 2-methyl-3-indolylglyoxylate, is a building block used in various chemical synthesis such as in the preparation of 3,4-Diarylmaleimides as Angiogenesis Inhibitors.

InChI:InChI=1/C19H16O5/c1-12(20)11-23-15-7-8-16-17(10-19(21)24-18(16)9-15)13-3-5-14(22-2)6-4-13/h3-10H,11H2,1-2H3

Upstream product

• 95-20-5 2-methyl-1H-indole 
• 4755-77-5 Ethyl oxalyl chloride 
• 79-37-8 oxalyl dichloride 
• 64-17-5 ethanol 
• 62995-59-9 (2-methyl-1H-indol-3-yl)oxoacetic acid methyl ester 
• 22980-10-5 (2-methyl-3-indolyl)glyoxyloyl chloride 
• 603-76-9 1-methylindole 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 109740-11-6 1-methyl-2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one 
• 1415412-59-7 C₂₅H₂₉NO₆ 
• 62454-47-1 (2-methyl-indol-3-yl)-glyoxylic acid 

Relevant articles and documents

Carbene-Catalyzed Construction of Carbazoles from Enals and 2-Methyl-3-oxoacetate Indoles

Direct and rapid construction of carbazoles has been successfully developed via carbene-catalyzed oxidative formal [4 + 2] annulation of enals with 2-methyl-3-oxoacetate indoles. This metal-free reaction features a broad substrate scope, features good functional-group tolerance, proceeds under mild conditions, and can be easily scaled up.

Rhodium-catalyzed enantioselective 1,2-addition of arylboronic acids to heteroaryl α-ketoesters for synthesis of heteroaromatic α-hydroxy esters

The first example of catalytic asymmetric 1,2-addition of arylboronic acids to heteroaryl α-ketoesters has been developed for the highly efficient and enantioselective synthesis of quaternary carbon-containing heteroaromatic α-hydroxy esters. The reaction works well with a variety of α-ketoesters including 3-indoleglyoxylates, 3-benzofuranglyoxylates and 3-benzothiopheneglyoxylates under very mild conditions, affording the corresponding products in moderate to good yields with high enantiomeric excesses (up to 97%).

PYRAZOLO[3,4-c]QUINOLINES, PYRAZOLO[3,4-c]NAPHTHYRIDINES, ANALOGS THEREOF, AND METHODS

Pyrazolo[3,4-c]quinolines, pyrazolo[4,5-c]naphthyridines, and analogs thereof, eg., 6,7,8,9-tetrahydro pyrazolo[3,4-c]quinolines, and, pharmaceutical compositions containing the compounds, intermediates, methods of making these compounds, and methods of use of these compounds as immunomodulators, for inhibiting cytokine biosynthesis in animals and in the therapeutic or prophylactic treatment of diseases by inhibiting cytokine biosynthesis are disclosed.