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

Base Information

• Chemical Name: 1-methyl-2-phenyl-3-(4-methoxyphenyl)-1H-indole
• CAS No.: 112724-00-2
• Molecular Formula: C₂₂H₁₉NO
• Molecular Weight: 313.399
• Mol file: 112724-00-2.mol

Synonyms:1-methyl-2-phenyl-3-(4-methoxyphenyl)-1H-indole

Chemical Property of 1-methyl-2-phenyl-3-(4-methoxyphenyl)-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-2-phenyl-3-(4-methoxyphenyl)-1H-indole

There total 10 articles about 1-methyl-2-phenyl-3-(4-methoxyphenyl)-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: 95.0%

para-iodoanisole (696-62-8) + N,N-dimethyl-2-(2-phenylethynyl)aniline (54655-08-2) → 1-methyl-2-phenyl-3-(4-methoxyphenyl)-1H-indole (112724-00-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoromethanesulfonyloxy(triphenylphosphine)gold(I); In acetonitrile; at 50 ℃; for 4h; Catalytic behavior; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.152766

Reference yield: 67.0%

N,N-dimethyl-2-(2-phenylethynyl)aniline (54655-08-2) + 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (171364-79-7) → 1-methyl-2-phenyl-3-(4-methoxyphenyl)-1H-indole (112724-00-2)

Guidance literature:

With palladium diacetate; copper(II) acetate monohydrate; In ethanol; at 74 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b02835

Reference yield:

3-(4-methoxyphenyl)-2-phenyl-1H-indole (5834-42-4) + methyl iodide (74-88-4) → 1-methyl-2-phenyl-3-(4-methoxyphenyl)-1H-indole (112724-00-2)

Guidance literature:

With sodium amide; Yield given. Multistep reaction; 1.) NH₃(liq.), THF, -70 deg C, 2.) -70 deg C, 30 min.;

DOI:10.1002/ardp.19873200506

upstream raw materials:

3-(4-methoxyphenyl)-2-phenyl-1H-indole

dimethyl sulfate

aniline hydrobromide

aniline

Downstream raw materials:

4-(1-methyl-2-phenyl-1H-indol-3-yl)phenol

Refernces

• 1、 Yuan, Kemeng,Wang, Jiwei,Wang, Feijun,Zhang, Jun. "Au-promoted Pd-catalyzed arylative cyclization of N,N-dimethyl-o-alkynylaniline with aryl iodides: Access to 2,3-diaryl indoles and mechanistic insight". supporting information. . Retrieved 2021/02/01.
• 2、 -. "Indole compounds and their use as estrogen agonists/antagonists". . . Retrieved 2008/06/13.