2-(2-methoxyphenyl)-1-methyl-1H-pyrrole

Base Information

• Chemical Name: 2-(2-methoxyphenyl)-1-methyl-1H-pyrrole
• CAS No.: 912763-12-3
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 187.241
• Mol file: 912763-12-3.mol

Synonyms:2-(2-methoxyphenyl)-1-methyl-1H-pyrrole

Chemical Property of 2-(2-methoxyphenyl)-1-methyl-1H-pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-methoxyphenyl)-1-methyl-1H-pyrrole

There total 7 articles about 2-(2-methoxyphenyl)-1-methyl-1H-pyrrole 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: 70.0%

2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole (1198777-65-9) + methyl iodide (74-88-4) → 2-(2-methoxyphenyl)-1-methyl-1H-pyrrole (912763-12-3)

Guidance literature:

2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole; With potassium tert-butylate; In dimethyl sulfoxide; at 50 ℃; for 3.5h; Inert atmosphere;

methyl iodide; In dimethyl sulfoxide; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.201402177

Reference yield: 27.0%

N-Methylpyrrole (96-54-8) + 2-Chloroanisole (766-51-8) → 2-(2-methoxyphenyl)-1-methyl-1H-pyrrole (912763-12-3)

Guidance literature:

With 9-ethyl-N₃,N₃,N₆,N₆,-tetramethyl-9H-carbazole-3,6-diamine; potassium carbonate; In dimethyl sulfoxide; at 90 ℃; for 27h; Inert atmosphere; UV-irradiation; Schlenk technique;

DOI:10.1021/acs.joc.8b01306

Reference yield:

N-[1-(2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide (1198777-58-0) → 2-(2-methoxyphenyl)-1-methyl-1H-pyrrole (912763-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

2.1: silver(I) acetate / acetone / 72 h / 20 °C / Inert atmosphere; Reflux

3.1: potassium tert-butylate / dimethyl sulfoxide / 3.5 h / 50 °C / Inert atmosphere

3.2: 15 h / 20 °C / Inert atmosphere

With potassium tert-butylate; tetrabutyl ammonium fluoride; silver(I) acetate; In tetrahydrofuran; dimethyl sulfoxide; acetone;

DOI:10.1002/ejoc.201402177

upstream raw materials:

2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole

methyl iodide

N-[1-(2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide

N-[1-(2-methoxyphenyl)-but-3-ynyl]-4-methylbenzenesulfonamide

Downstream raw materials:

2-(2-hydroxyphenyl)-1-methyl-1H-pyrrole

2,3,4-tribromo-5-(3,5-dibromo-2-hydroxyphenyl)-1-methyl-1H-pyrrole

Refernces

• 1、 Kocao?lu, Esma,Talaz, Oktay,?avdar, Hüseyin,?entürk, Murat,Supuran, Claudiu T.,Ekinci, Deniz. "Determination of the inhibitory effects of N-methylpyrrole derivatives on glutathione reductase enzyme". . p. 51 - 54. Retrieved 2018/10/31.
• 2、 Martin, Rene,Jaeger, Anne,Bohl, Markus,Richter, Sabine,Fedorov, Roman,Manstein, Dietmar J.,Gutzeit, Herwig O.,Knolker, Hans-Joachim. "Total synthesis of pentabromo- and pentachloropseudilin, and synthetic analogues-allosteric inhibitors of myosin ATPase". body text. p. 8042 - 8046. Retrieved 2010/01/16.