methyl 4-methyl-1H-indole-2-carboxylate

Base Information

• Chemical Name: methyl 4-methyl-1H-indole-2-carboxylate
• CAS No.: 136831-13-5
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.21100
• Hs Code.: 2933990090
• European Community (EC) Number: 820-372-5
• DSSTox Substance ID: DTXSID40405797
• Nikkaji Number: J2.031.812K
• Wikidata: Q82210505
• Mol file: 136831-13-5.mol

Synonyms:136831-13-5;methyl 4-methyl-1H-indole-2-carboxylate;4-Methyl-1H-indole-2-carboxylic acid methyl ester;methyl 4-methylindole-2-carboxylate;1H-Indole-2-carboxylic acid, 4-methyl-, methyl ester;MFCD04966966;Methyl4-Methylindole-2-carboxylate;SCHEMBL2134591;DTXSID40405797;JQTOCKRAYJKZOI-UHFFFAOYSA-N;BBL020582;STK893271;AKOS000123960;AS-5464;SY034645;CS-0054250;FT-0761091;EN300-224905;F52676;A886620;Z210762276;1H-Indole-2-carboxylic acid, 4-Methyl-, Methyl ester;Methyl 4-Methylindole-2-carboxylate

Chemical Property of methyl 4-methyl-1H-indole-2-carboxylate

Chemical Property:

• Boiling Point: 344.1±22.0 °C(Predicted)
• PKA: 15.33±0.30(Predicted)
• PSA: 42.09000
• Density: 1.212±0.06 g/cm3(Predicted)
• LogP: 2.26290
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

97% ^*data from raw suppliers

4-Methyl-1H-indole-2-carboxylicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C2C=C(NC2=CC=C1)C(=O)OC

Technology Process of methyl 4-methyl-1H-indole-2-carboxylate

There total 9 articles about methyl 4-methyl-1H-indole-2-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: 100.0%

methyl 2-azido-(2-methylphenyl)propenoate → methyl 4-methyl-1H-indole-2-carboxylate (136831-13-5)

Guidance literature:

In xylene; for 1h; Heating;

DOI:10.1039/b312964k

Reference yield: 89.0%

methyl 3-(2-methyl-6-nitrophenyl)propenoate → methyl 4-methyl-1H-indole-2-carboxylate (136831-13-5)

Guidance literature:

With triethyl phosphite; for 20h; Heating;

DOI:10.1039/b312964k

Reference yield: 76.0%

3-dimethylamino-2-m-tolylamino-acrylic acid methyl ester (888723-75-9) → methyl 6-methyl-1H-indole-2-carboxylate (18377-65-6) + methyl 4-methyl-1H-indole-2-carboxylate (136831-13-5)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-2006-933135

upstream raw materials:

methanol

4-methyl-1H-indole-2-carboxylic acid

3-dimethylamino-2-m-tolylamino-acrylic acid methyl ester

2-methylphenyl aldehyde

Downstream raw materials:

methyl 3-(2,5-bis(methoxymethoxy)phenyl)-4-methyl-1H-indole-2-carboxylate

4-methyl-1H-indole-2-carboxylic acid

methyl 3-formyl-4-methylindole-2-carboxylate