1-methylindole-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-methylindole-3-carboxylic acid methyl ester
• CAS No.: 108438-43-3
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2933998090
• European Community (EC) Number: 631-235-2
• DSSTox Substance ID: DTXSID40357065
• Nikkaji Number: J2.453.496K
• Wikidata: Q50318273
• ChEMBL ID: CHEMBL4877456
• Mol file: 108438-43-3.mol

Synonyms:methyl (N-methylindole)-3-carboxylate;methyl 1-methyl-1H-indole-3-carboxylate;1-methylindole-3-carboxylic acid methyl ester;1H-Indole-3-carboxylic acid,1-methyl-,methyl ester;methyl 1-methyl-3-indolecarboxylate;

Chemical Property of 1-methylindole-3-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.000323mmHg at 25°C
• Melting Point: 87.6-88.7 °C
• Boiling Point: 320.2oC at 760 mmHg
• Flash Point: 147.4oC
• PSA: 31.23000
• Density: 1.14g/cm3
• LogP: 1.96490
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl 1-methyl-1H-indole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C=C(C2=CC=CC=C21)C(=O)OC

Technology Process of 1-methylindole-3-carboxylic acid methyl ester

There total 30 articles about 1-methylindole-3-carboxylic acid methyl ester 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: 96.3%

3-methoxycarbonylindole (942-24-5) + carbonic acid dimethyl ester (616-38-6) → methyl 1-methyl-1H-indole-3-carboxylate (108438-43-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 3.5h; Reflux; Green chemistry;

DOI:10.1021/op0102215

Reference yield: 96.0%

3-methoxycarbonylindole (942-24-5) + methyl iodide (74-88-4) → methyl 1-methyl-1H-indole-3-carboxylate (108438-43-3)

Guidance literature:

With NaH; In N,N-dimethyl-formamide; mineral oil;

Reference yield: 91.0%

sodium methylate (124-41-4) + 1-methyl-2,5-dioxo-6-methylen-piperazine-3-spiro-3'-(N-methylindol-3-yl)-2'-oxirane (111192-64-4) → methyl 1-methyl-1H-indole-3-carboxylate (108438-43-3)

Guidance literature:

In tetrahydrofuran; methanol; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88113-8

upstream raw materials:

1H-indole-3-carboxylic acid

methyl iodide

sodium methylate

1-methyl-2,5-dioxo-6-methylen-piperazine-3-spiro-3'-(N-methylindol-3-yl)-2'-oxirane

Downstream raw materials:

methyl 1-methyl-2-phenyl-1H-indole-3-carboxylate

methyl 1-methyl-2-(4-methoxyphenyl)-1H-indole-3-carboxylate

methyl 1-methyl-2-(4-trifluoromethylphenyl)-1H-indole-3-carboxylate

Refernces

• 1、 Zaienne, Daniel,Willems, Sabine,Schierle, Simone,Heering, Jan,Merk, Daniel. "Development and Profiling of Inverse Agonist Tools for the Neuroprotective Transcription Factor Nurr1". . p. 15126 - 15140. Retrieved 2021/10/25.
• 2、 Sreenivasulu, Reddymasu,Tej, Mandava Bhuvan,Jadav, Surender Singh,Sujitha, Pombala,Kumar, C. Ganesh,Raju, Rudraraju Ramesh. "Synthesis, anticancer evaluation and molecular docking studies of 2,5-bis(indolyl)-1,3,4-oxadiazoles, Nortopsentin analogues". . . Retrieved 2020/02/18.