ETHYL3-METHYL-2-INDOLECARBOXYLATE

Base Information

• Chemical Name: ETHYL3-METHYL-2-INDOLECARBOXYLATE
• CAS No.: 26304-51-8
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• Hs Code.: 2933990090
• Mol file: 26304-51-8.mol

Synonyms:Ethyl3-methyl-2-indolecarboxylate;3-Methyl-1H-indole-2-carboxylic acid ethyl ester;

Chemical Property of ETHYL3-METHYL-2-INDOLECARBOXYLATE

Chemical Property:

• Melting Point: 134-136℃
• Boiling Point: 344.1 °C at 760 mmHg
• PKA: 15.31±0.30(Predicted)
• Flash Point: 161.9 °C
• PSA: 42.09000
• Density: 1.177 g/cm³
• LogP: 2.65300
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl3-Methyl-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL3-METHYL-2-INDOLECARBOXYLATE

There total 38 articles about ETHYL3-METHYL-2-INDOLECARBOXYLATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

Ethyl isocyanoacetate (2999-46-4) + 2-bromophenyl methyl ketone (2142-69-0) → ethyl 3-methyl-indole-2-carboxylate (26304-51-8)

Guidance literature:

With copper(l) iodide; In dimethyl sulfoxide; at 70 ℃; for 0.166667h; Ionic liquid; Inert atmosphere; Microwave irradiation; Sealed tube;

DOI:10.1590/S0103-50532011001100003

Reference yield: 84.0%

ethyl 3-((dimethylamino)-methyl)-1H-indole-2-carboxylate (5439-83-8) → ethyl 3-methyl-indole-2-carboxylate (26304-51-8)

Guidance literature:

With perchloric acid; hydrogen; palladium on activated charcoal; In ethanol; at 50 ℃; for 3h; under 3620.04 Torr;

DOI:10.1055/s-1987-27963

Reference yield: 84.0%

ethyl 2-diazo-2-(diethoxyphosphoryl)acetate (17507-56-1) + 2-aminoacetophenone (551-93-9) → ethyl 3-methyl-indole-2-carboxylate (26304-51-8)

Guidance literature:

ethyl 2-diazo-2-(diethoxyphosphoryl)acetate; 2-aminoacetophenone; With dirhodium tetraacetate; In toluene; at 80 ℃;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 20 ℃; Further stages.;

DOI:10.1021/ol025916k

upstream raw materials:

2-phenylhydrazono-butyric acid ethyl ester

3-methylindole-2-carboxylic acid

ethanol

2-(phenylhydrazono)butanoic acid

Downstream raw materials:

ethyl 2,3-dihydro-3-methyl-2-oxo-1H-indole-3-carboxylate

3-methylindole-2-carboxylic acid

Ethyl 1-(2-nitrophenyl)-3-methylindole-2-carboxylate

1-Benzoyl-3-methyl-1H-indole-2-carboxylic acid ethyl ester

Refernces

• 1、 Barraza, Scott J.,Sindac, Janice A.,Dobry, Craig J.,Delekta, Philip C.,Lee, Pil H.,Miller, David J.,Larsen, Scott D.. "Synthesis and biological activity of conformationally restricted indole-based inhibitors of neurotropic alphavirus replication: Generation of a three-dimensional pharmacophore". supporting information. . Retrieved 2021/06/18.
• 2、 Huang, Qi,Zard, Samir Z.. "Inexpensive Radical Methylation and Related Alkylations of Heteroarenes". supporting information. p. 1413 - 1416. Retrieved 2018/03/09.