1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole

Base Information

• Chemical Name: 1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole
• CAS No.: 1346163-39-0
• Molecular Formula: C₂₆H₂₁N₃O₄S
• Molecular Weight: 471.536
• Mol file: 1346163-39-0.mol

Synonyms:1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole

Chemical Property of 1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole

There total 2 articles about 1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-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: 72.0%

1-benzensulfonyl-2-(6-chloro-pyrazin-2-yl)-6-methoxy-1H-indole (1346163-38-9) + 4-methoxyphenylboronic acid (5720-07-0) → 1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole (1346163-39-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In ethanol; water; toluene; at 150 ℃; for 0.25h; Inert atmosphere; Microwave irradiation; Sealed tube;

DOI:10.1016/j.ejmech.2011.08.048

Reference yield:

1-benzenesulfonyl-6-methoxy-2-tributylstannyl-1H-indole (722538-29-6) → 1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole (1346163-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.33 h / 100 °C / Inert atmosphere; Microwave irradiation

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / ethanol; water; toluene / 0.25 h / 150 °C / Inert atmosphere; Microwave irradiation; Sealed tube

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In tetrahydrofuran; ethanol; water; toluene; 1: Stille cross-coupling / 2: Suzuki cross-coupling;

DOI:10.1016/j.ejmech.2011.08.048

Reference yield: 88.0%

1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole (1346163-39-0) → 6-methoxy-2-[6-(4-methoxy-phenyl)-pyrazin-2-yl]-1H-indole (1346163-42-5)

Guidance literature:

1-benzenesulfonyl-6-methoxy-2-[6-(4-methoxyphenyl)-pyrazin-2-yl]-1H-indole; With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 15h; Reflux;

With water;

DOI:10.1016/j.ejmech.2011.08.048

upstream raw materials:

1-benzensulfonyl-2-(6-chloro-pyrazin-2-yl)-6-methoxy-1H-indole

4-methoxyphenylboronic acid

1-benzenesulfonyl-6-methoxy-2-tributylstannyl-1H-indole

Downstream raw materials:

6-methoxy-2-[6-(4-methoxy-phenyl)-pyrazin-2-yl]-1H-indole

2-[6-(4-hydroxy-phenyl)-pyrazin-2-yl]-1H-indol-6-ol