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

Base Information

• Chemical Name: 2-(4-(trifluoromethyl)phenyl)-1-methyl-1H-indole
• CAS No.: 741709-14-8
• Molecular Formula: C16H12F3N
• Molecular Weight: 275.273
• Mol file: 741709-14-8.mol

Synonyms:2-(4-trifluoromethylphenyl)-N-methylindole;1-methyl-2-(4-trifluoromethyl-phenyl)-1H-indole;1-methyl-2-(4'-trifluoromethylphenyl)indole;N-methyl-2-(4-trifluoromethylphenyl)indole;2-(4-(trifluoromethyl)phenyl)-1-methyl-1H-indole;

Chemical Property of 2-(4-(trifluoromethyl)phenyl)-1-methyl-1H-indole

Chemical Property:

• Melting Point: 112 - 114 °C
• PSA: 4.93000
• LogP: 4.86410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-(trifluoromethyl)phenyl)-1-methyl-1H-indole

There total 13 articles about 2-(4-(trifluoromethyl)phenyl)-1-methyl-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: 97.0%

1-methylindole (603-76-9) + 4-Iodobenzotrifluoride (455-13-0) → 1-methyl-2-(4-(trifluoromethyl)phenyl)-1H-indole (741709-14-8)

Guidance literature:

With silver(I) acetate; palladium diacetate; acetic acid; for 2h; regioselective reaction; Sealed tube; Milling;

DOI:10.1021/acs.joc.9b01280

Reference yield: 90.0%

1-methylindole (603-76-9) + trimethoxy(4-(trifluoromethyl)phenyl)silane (35692-32-1) → 1-methyl-2-(4-(trifluoromethyl)phenyl)-1H-indole (741709-14-8)

Guidance literature:

With tetrabutyl ammonium fluoride; palladium diacetate; acetic acid; silver(l) oxide; In tetrahydrofuran; ethanol; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol101147b

Reference yield: 78.0%

1-methylindole (603-76-9) + 4-trifluoromethylphenylboronic acid (128796-39-4) → 1-methyl-2-(4-(trifluoromethyl)phenyl)-1H-indole (741709-14-8)

Guidance literature:

With oxygen; acetic acid; palladium diacetate; at 20 ℃; for 16h; under 760.051 Torr;

DOI:10.1002/anie.200704619

upstream raw materials:

1-methylindole

4-Iodobenzotrifluoride

N-acetyl-N-methyl-2-(4-trifluoromethylphenyl)ethynylaniline

N-(2-iodophenyl)-N-methylacetamide

Refernces

• 1、 Chowdhury, Rajdip,Mendoza, Abraham. "N-Hydroxyphthalimidyl diazoacetate (NHPI-DA): A modular methylene linchpin for the C-H alkylation of indoles". supporting information. p. 4532 - 4535. Retrieved 2021/05/17.
• 2、 Shoberu, Adedamola,Li, Cheng-Kun,Tao, Ze-Kun,Zhang, Guo-Yu,Zou, Jian-Ping. "NaNO2/K2S2O8-mediated Selective Radical Nitration/Nitrosation of Indoles: Efficient Approach to 3-Nitro- and 3-Nitrosoindoles". supporting information. p. 2255 - 2261. Retrieved 2019/04/13.