1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene

Base Information

• Chemical Name: 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene
• CAS No.: 911689-64-0
• Molecular Formula: C₂₃H₂₀F₆N₂OS
• Molecular Weight: 486.481
• Mol file: 911689-64-0.mol

Synonyms:1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene

Chemical Property of 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene

There total 6 articles about 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene 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: 45.0%

1-(1,3,5-trimethyl-1-pyrazol-4-yl)perfluorocyclopentene (911689-65-1) + 3-bromo-5-(4-methoxyphenyl)-2-methylthiophene (156686-75-8) → 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene (911689-64-0)

Guidance literature:

3-bromo-5-(4-methoxyphenyl)-2-methylthiophene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

1-(1,3,5-trimethyl-1-pyrazol-4-yl)perfluorocyclopentene; In tetrahydrofuran; at -78 ℃; for 2h; Further stages.;

DOI:10.1139/V06-182

Reference yield:

3-bromo-2-methylthiophene-5-boronic acid (154566-69-5) → 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene (911689-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 78.3 percent / Na₂CO₃ / Pd(PPh₃)4 / tetrahydrofuran / 15 h / 70 °C

2.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 45 percent / tetrahydrofuran / 2 h / -78 °C

With n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;

DOI:10.1139/V06-182

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene (911689-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaCO₃ / Pd(PPh₃)4 / tetrahydrofuran

2.1: n-BuLi / -78 °C

2.2: -78 °C

With n-butyllithium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1.1: Suzuki coupling;

DOI:10.1016/j.tetlet.2006.06.073

upstream raw materials:

1-(1,3,5-trimethyl-1-pyrazol-4-yl)perfluorocyclopentene

3-bromo-5-(4-methoxyphenyl)-2-methylthiophene

2-Methylthiophene

octaperfluorocyclopentene