Methyl 2-Methyl-3H-indole-5-carboxylate

Base Information

• Chemical Name: Methyl 2-Methyl-3H-indole-5-carboxylate
• CAS No.: 57663-18-0
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.21100
• Mol file: 57663-18-0.mol

Synonyms:3-Carboxy-2-methyl-indol;2-methyl-indole-5-carboxylic acid methyl ester;2-Methyl-indol-3-carbonsaeure;2-methyl-1H-indole-5-carboxylic acid methyl ester;methyl 2-methylindole-5-carboxylate;2-methyl-indole-3-carboxylic acid;

Chemical Property of Methyl 2-Methyl-3H-indole-5-carboxylate

Chemical Property:

• Melting Point: 139℃
• Boiling Point: 341.9±22.0 °C(Predicted)
• PKA: 16.66±0.30(Predicted)
• PSA: 42.09000
• Density: 1.212
• LogP: 2.26290
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-methyl-1H-indole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-Methyl-3H-indole-5-carboxylate

There total 13 articles about Methyl 2-Methyl-3H-indole-5-carboxylate 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: 82.0%

methyl 4-nitro-3-(2-oxopropyl)benzoate (438003-09-9) → 5-(methoxycarbonyl)-2-methylindole (57663-18-0)

Guidance literature:

With iron; acetic acid; at 90 ℃; for 12.5h; Inert atmosphere;

DOI:10.1080/14756366.2021.1941920

Reference yield: 70.0%

→ methyl 2-methyl-6-quinolinecarboxylate (108166-01-4) + 5-(methoxycarbonyl)-2-methylindole (57663-18-0)

Guidance literature:

pentacarbonyl(1-[N-(4-methoxycarbonyl-2-ethenylphenyl)amino]ethylidene)chromium; In hexane; for 6h; Heating;

With air; for 14h;

DOI:10.1016/j.tet.2003.09.028

Reference yield: 70.0%

C16H14F3NO6 → 5-(methoxycarbonyl)-2-methylindole (57663-18-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; triethylamine; In acetonitrile; at 80 ℃; for 1h;

DOI:10.1016/j.tetlet.2007.07.213

upstream raw materials:

methanol

isopropenylmagnesium bromide

4-nitro-benzoic acid

methyl 4-nitro-3-(2-oxopropyl)benzoate

Downstream raw materials:

3-(2-chloro-4-phenylbenzyl)-5-methoxycarbonyl-2-methylindole

3-(biphenyl-4-ylmethyl)-5-(methoxycarbonyl)-2-methylindole

3-(2-chlorobenzyl)-5-(methoxycarbonyl)-2-methylindole

3-(2,4-dichlorobenzoyl)-5-(methoxycarbonyl)-2-methylindole

Refernces

• 1、 -. "HETEROCYCLIC COMPOUND". Paragraph 0842. . Retrieved 2021/06/22.
• 2、 Ambrogio, Ilaria,Cacchi, Sandro,Fabrizi, Giancarlo,Prastaro, Alessandro. "3-(o-Trifluoroacetamidoaryl)-1-propargylic esters: common intermediates for the palladium-catalyzed synthesis of 2-aminomethyl-, 2-vinylic, and 2-alkylindoles". scheme or table. p. 8916 - 8929. Retrieved 2009/12/07.