4-fluoro-2-pentyl-3-(phenylthio)-1H-indole

Base Information

• Chemical Name: 4-fluoro-2-pentyl-3-(phenylthio)-1H-indole
• CAS No.: 1287792-06-6
• Molecular Formula: C₁₉H₂₀FNS
• Molecular Weight: 313.439
• Mol file: 1287792-06-6.mol

Synonyms:

Chemical Property of 4-fluoro-2-pentyl-3-(phenylthio)-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-fluoro-2-pentyl-3-(phenylthio)-1H-indole

There total 6 articles about 4-fluoro-2-pentyl-3-(phenylthio)-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:

3-fluoro-2-iodophenol (863870-85-3) → 4-fluoro-2-pentyl-3-(phenylthio)-1H-indole (1287792-06-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / N,N-dimethyl acetamide / 2 h / 80 °C / Inert atmosphere

4.1: N,N-dimethyl acetamide / 15 h / 140 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; sodium hydroxide; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; 2.1: Smiles rearrangement;

DOI:10.1021/jo200406f

Reference yield:

O-3-fluoro-2-iodophenyl N,N-diethylcarbamate (863870-74-0) → 4-fluoro-2-pentyl-3-(phenylthio)-1H-indole (1287792-06-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide / ethanol / Reflux

2.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / N,N-dimethyl acetamide / 2 h / 80 °C / Inert atmosphere

5.1: N,N-dimethyl acetamide / 15 h / 140 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; sodium hydroxide; In ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 3.1: Smiles rearrangement;

DOI:10.1021/jo200406f

Reference yield:

2-(3-fluoro-2-iodophenoxy)-2-methylpropanamide (1287791-63-2) → 4-fluoro-2-pentyl-3-(phenylthio)-1H-indole (1287792-06-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / N,N-dimethyl acetamide / 2 h / 80 °C / Inert atmosphere

3: N,N-dimethyl acetamide / 15 h / 140 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; sodium hydroxide; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; 1: Smiles rearrangement;

DOI:10.1021/jo200406f

upstream raw materials:

3-fluoro-2-iodophenol

O-3-fluoro-2-iodophenyl N,N-diethylcarbamate

N-(3-fluoro-2-iodophenyl)-2-hydroxy-2-methylpropanamide

diphenyldisulfane