(2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone

Base Information

• Chemical Name: (2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone
• CAS No.: 193963-59-6
• Molecular Formula: C₃₃H₃₆N₂O₂S₂
• Molecular Weight: 556.793
• Mol file: 193963-59-6.mol

Synonyms:(2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone

Chemical Property of (2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone

There total 4 articles about (2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone 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: 73.0%

2-(pyrrolidin-1-yl)ethanethiol (42302-16-9) + 4-fluorophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone (193966-49-3) → (2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone (193963-59-6)

Guidance literature:

2-(pyrrolidin-1-yl)ethanethiol; With sodium hydride; In N,N-dimethyl-formamide; for 0.25h;

4-fluorophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Further stages.;

DOI:10.1021/jm9903388

Reference yield:

1-[2-(4-bromophenoxy)ethyl]pyrrolidine (1081-73-8) → (2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone (193963-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 76 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾; 2 N aq. Na₂CO₃ / benzene; ethanol / 3 h / 50 °C

2.1: 90 percent / TiCl₄ / CH₂Cl₂ / 0 - 20 °C

3.1: NaH / dimethylformamide / 0.25 h

3.2: 73 percent / dimethylformamide / 5 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; titanium tetrachloride; sodium hydride; sodium carbonate; In ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Suzuki coupling / 2.1: Acylation / 3.1: deprotonation / 3.2: Condensation;

DOI:10.1021/jm9903388

Reference yield:

benzo[b]thiophene-2-boronic acid (98437-23-1) → (2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl)-(4-[[2-(1-pyrrolidinyl)ethyl]thio]phenyl)ketone (193963-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 76 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾; 2 N aq. Na₂CO₃ / benzene; ethanol / 3 h / 50 °C

2.1: 90 percent / TiCl₄ / CH₂Cl₂ / 0 - 20 °C

3.1: NaH / dimethylformamide / 0.25 h

3.2: 73 percent / dimethylformamide / 5 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; titanium tetrachloride; sodium hydride; sodium carbonate; In ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Suzuki coupling / 2.1: Acylation / 3.1: deprotonation / 3.2: Condensation;

DOI:10.1021/jm9903388

upstream raw materials:

2-(pyrrolidin-1-yl)ethanethiol

4-fluorophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone

1-[2-(4-bromophenoxy)ethyl]pyrrolidine

benzo[b]thiophene-2-boronic acid