3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole

Base Information

• Chemical Name: 3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole
• CAS No.: 1373522-40-7
• Molecular Formula: C₂₃H₂₃F₃N₂O₂S
• Molecular Weight: 448.509
• Mol file: 1373522-40-7.mol

Synonyms:3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole

Chemical Property of 3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole

There total 2 articles about 3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole 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: 98.0%

3-bromo-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole (1344997-53-0) + 2-(2-ethyl-3-(2-methoxyvinyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1373522-39-4) → 3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole (1373522-40-7)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 120 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1021/jm2016107

Reference yield:

4,4,5,5-tetramethyl-2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,2-dioxaborolane (1334607-79-2) → 3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole (1373522-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; N,N-dimethyl-formamide / 1 h / 80 °C

2: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 0.17 h / 120 °C / Microwave irradiation

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In water; N,N-dimethyl-formamide; 1: Suzuki coupling / 2: Suzuki coupling;

DOI:10.1021/jm2016107

Reference yield: 80.0%

3-(2-ethyl-3-(2-methoxyvinyl)phenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole (1373522-40-7) → 2-(2-ethyl-3-(5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazol-3-yl)phenyl)acetaldehyde (1344997-57-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 70 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jm2016107

upstream raw materials:

3-bromo-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazole

2-(2-ethyl-3-(2-methoxyvinyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4,4,5,5-tetramethyl-2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,2-dioxaborolane

Downstream raw materials:

2-(2-ethyl-3-(5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazol-3-yl)phenyl)acetaldehyde

1-(2-ethyl-3-(5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazol-3-yl)phenethyl)piperidine-4-carboxylic acid

1-(2-ethyl-3-(5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-thiadiazol-3-yl)phenethyl)azetidine-3-carboxylic acid