2-(2-methylphenyl)-1H-Indole

Base Information

• Chemical Name: 2-(2-methylphenyl)-1H-Indole
• CAS No.: 537684-22-3
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• ChEMBL ID: CHEMBL4216602
• DSSTox Substance ID: DTXSID60476843
• Nikkaji Number: J1.901.776A
• Wikidata: Q82308727
• Mol file: 537684-22-3.mol

Synonyms:2-(2-methylphenyl)-1H-Indole;537684-22-3;2-o-Tolyl-1H-indole;2-(o-toluyl)indole;2-(o-Tolyl)-1H-indole;SCHEMBL4890695;CHEMBL4216602;DTXSID60476843;SUNOPHTUNNAFGB-UHFFFAOYSA-N;FT-0754696;METHYL4-(ISOPROPYLSULFONYL)THIOPHENE-2-CARBOXYLATE

Chemical Property of 2-(2-methylphenyl)-1H-Indole

Chemical Property:

• Melting Point: 92-93 °C(Solv: ethanol (64-17-5))
• Boiling Point: 382.4±11.0 °C(Predicted)
• PKA: 16.75±0.30(Predicted)
• PSA: 15.79000
• Density: 1.129±0.06 g/cm3(Predicted)
• LogP: 4.14330
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 207.104799419
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=CC3=CC=CC=C3N2

Technology Process of 2-(2-methylphenyl)-1H-Indole

There total 30 articles about 2-(2-methylphenyl)-1H-Indole 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: 86.0%

indole (120-72-9) + 2-methylphenyl diazonium tetrafluoroborate (2093-46-1) → 2-o-tolyl-1H-indole (537684-22-3)

Guidance literature:

indole; With palladium diacetate; In 2-methyltetrahydrofuran; ethyl acetate; for 2h;

2-methylphenyl diazonium tetrafluoroborate; In 2-methyltetrahydrofuran; ethyl acetate; at 20 ℃; for 1h;

DOI:10.1039/c6sc02595a

Reference yield: 85.2%

N-(2-(cyanomethyl)phenyl)acetamide (36268-59-4) + potassium o-tolyltrifluoroborate → 2-o-tolyl-1H-indole (537684-22-3)

Guidance literature:

With palladium(II) acetylacetonate; 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; In tetrahydrofuran; water; at 90 ℃; for 20h; Reagent/catalyst; Inert atmosphere;

Reference yield: 85.0%

2-(2-(benzyloxy)-6-methylphenyl)-1-(pyrimidin-2-yl)-1H-indole → 2-o-tolyl-1H-indole (537684-22-3)

Guidance literature:

With sodium ethanolate; In dimethyl sulfoxide; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ange.202010244

upstream raw materials:

indole

ortho-methylphenyl iodide

2-iodophenylamine

2-Methylacetophenone

Downstream raw materials:

N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole

Refernces

• 1、 Zhao, Yong-Long,An, Jian-Xiong,Yang, Fen-Fen,Guan, Xiang,Fu, Xiao-Zhong,Li, Zong-Qin,Wang, Da-Peng,Zhou, Meng,Yang, Yuan-Yong,He, Bin. "One-Pot Asymmetric Oxidative Dearomatization of 2-Substituted Indoles by Merging Transition Metal Catalysis with Organocatalysis to Access C2-Tetrasubstituted Indolin-3-Ones". supporting information. p. 1277 - 1285. Retrieved 2022/03/14.
• 2、 Li, Zhiping,Luo, Yani,Lv, Leiyang,Nishihara, Yasushi,Tian, Tian. "Iron-catalysed radical cyclization to synthesize germanium-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and indolin-2-ones". supporting information. p. 9276 - 9279. Retrieved 2021/09/20.