6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene

Base Information

• Chemical Name: 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene
• CAS No.: 193964-15-7
• Molecular Formula: C₂₁H₂₃NO₂S
• Molecular Weight: 353.485
• Mol file: 193964-15-7.mol

Synonyms:6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene

Chemical Property of 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene

There total 7 articles about 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene 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: 55.0%

1-[2-(4-bromophenoxy)ethyl]pyrrolidine (1081-73-8) + 6-methoxy-benzo[b]thiophen-2-yl boronic acid (182133-35-3) → 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene (193964-15-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; benzene; at 50 ℃; for 3h;

DOI:10.1021/jm9903388

Reference yield:

1-[2-(4-bromophenoxy)ethyl]pyrrolidine (1081-73-8) → 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene (193964-15-7)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine)palladium ⁽⁰⁾; In benzene;

Reference yield:

6-methoxy-benzo[b]thiophene (90560-10-4) → 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene (193964-15-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -60 °C

1.2: hexane; tetrahydrofuran / -60 - 0 °C

2.1: 71 percent / 1.0 N aq. HCl / ethyl acetate

3.1: 55 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾; 2 N aq. Na₂CO₃ / benzene; ethanol / 3 h / 50 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium carbonate; In tetrahydrofuran; ethanol; hexane; ethyl acetate; benzene; 1.1: Metallation / 1.2: Condensation / 2.1: Hydrolysis / 3.1: Suzuki coupling;

DOI:10.1021/jm9903388

upstream raw materials:

6-methoxy-benzo[b]thiophene

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

6-methoxy-benzo[b]thiophen-2-yl boronic acid

3-methoxybenzenethiol

Downstream raw materials:

6-Methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 4-Fluorophenyl Ketone

3-bromo-4-[(1-pyrrolidinyl)methyl]phenyl 6-methoxy-2-[4-[2-(1-pyrrolidinyl)-ethoxy]phenyl]benzo[b]thiophen-3-yl ketone

3-[3-bromo-4-[(1-pyrrolidinyl)methyl]benzyl]-6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene