1-methyl-2-phenyl-1H-indole-3-carboxylic acid

Base Information

• Chemical Name: 1-methyl-2-phenyl-1H-indole-3-carboxylic acid
• CAS No.: 59050-41-8
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• Hs Code.: 2933990090
• European Community (EC) Number: 866-263-6
• DSSTox Substance ID: DTXSID70429269
• Nikkaji Number: J2.730.680B
• Wikidata: Q82242263
• Mol file: 59050-41-8.mol

Synonyms:1-methyl-2-phenyl-1H-indole-3-carboxylic acid;59050-41-8;1-methyl-2-phenylindole-3-carboxylic acid;SCHEMBL7487890;DTXSID70429269;MFCD06203416;AKOS009075931;BS-29262;CS-0213059;EN300-23421;1-ethyl-1,2-dihydroimidazo[1,2-a]quinoxalin-4-amine;Z147652320

Chemical Property of 1-methyl-2-phenyl-1H-indole-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.627
• Boiling Point: 456.449°C at 760 mmHg
• Flash Point: 229.852°C
• PSA: 42.23000
• Density: 1.202g/cm³
• LogP: 3.54350
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 251.094628657
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

99% ^*data from raw suppliers

1-Methyl-2-phenyl-1H-indole-3-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=C1C3=CC=CC=C3)C(=O)O

Technology Process of 1-methyl-2-phenyl-1H-indole-3-carboxylic acid

There total 10 articles about 1-methyl-2-phenyl-1H-indole-3-carboxylic acid 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: 98.0%

1-methyl-2-phenyl-1H-indole (3558-24-5) + carbon dioxide (124-38-9,18923-20-1) → 2-phenyl-1-methylindole-3-carboxylic acid (59050-41-8)

Guidance literature:

With dimethylaluminum chloride; In hexane; toluene; at 80 ℃; for 3h; under 22502.3 Torr; Autoclave;

DOI:10.1016/j.tet.2015.12.028

Reference yield: 95.0%

methyl 1-methyl-2-phenyl-1H-indole-3-carboxylate (773875-08-4) → 2-phenyl-1-methylindole-3-carboxylic acid (59050-41-8)

Guidance literature:

With 1-methyl-2,3-diphenyl-1H-indole; water; In ethanol; for 8h; Heating; Inert atmosphere;

DOI:10.1002/chem.200900098

Reference yield: 55.0%

bromobenzene (108-86-1,52753-63-6) + 1-methyl-3-indolecarboxylic acid (32387-21-6) → 1-methyl-2,3-diphenyl-1H-indole (6121-45-5) + 2-phenyl-1-methylindole-3-carboxylic acid (59050-41-8)

Guidance literature:

With palladium diacetate; caesium carbonate; tricyclohexylphosphine; In o-xylene; for 4h; Inert atmosphere; Reflux;

DOI:10.1002/chem.200900098

upstream raw materials:

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

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

1-methyl-2-phenyl-1H-indole

carbon dioxide

Downstream raw materials:

(1-methyl-2-phenyl-1H-indol-3-yl)(phenyl)methanone

ethyl 4-(1-methyl-2-phenyl-1H-indole-3-yl)benzoate

3-(4-biphenyl)-1-methyl-2-phenyl-1H-indole

1-methyl-2-phenyl-3-(4-(trifluoromethyl)phenyl)-1H-indole

Refernces

• 1、 Zhang, Xiang,Zhang-Negrerie, Daisy,Deng, Jun,Du, Yunfei,Zhao, Kang. "Synthesis of diversely substituted indoloquinolinones via Pd(II)/Cu(II)-mediated oxidative C-C bond formation and I(III)-mediated C-N bond formation". . p. 12750 - 12759. Retrieved 2014/01/17.
• 2、 Miyasaka, Mitsuru,Fukushima, Azusa,Satoh, Tetsuya,Hirano, Koji,Miura, Masahiro. "Fluorescent diarylindoles by palladium-catalyzed direct and decarboxylative arylations of carboxyindoles". supporting information; experimental part. p. 3674 - 3677. Retrieved 2009/12/25.