ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate
• CAS No.: 1313196-52-9
• Molecular Formula: C₂₄H₂₁F₃N₂O₃
• Molecular Weight: 442.438
• Mol file: 1313196-52-9.mol

Synonyms:ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate

Chemical Property of ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate

There total 5 articles about ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate 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: 85.0%

3,5-Dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester (35691-93-1) + 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[3-(trifluoromethyl)benzyl]-1-benzofuran (1207969-15-0) → ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate (1313196-52-9)

Guidance literature:

With pyridine; copper(II) acetate monohydrate; at 55 ℃;

Reference yield:

(4-bromo-1-benzofuran-2-yl)[3-(trifluoromethyl)phenyl]methanone (1207969-02-5) → ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate (1313196-52-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrazine hydrate / ethylene glycol / 2 h / 130 °C

1.2: 2 h / 160 °C

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 85 °C / Inert atmosphere

3.1: pyridine / copper(II) acetate monohydrate / 55 °C

With pyridine; potassium acetate; hydrazine hydrate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper(II) acetate monohydrate; In ethylene glycol; N,N-dimethyl-formamide;

Reference yield:

2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone (2003-10-3) → ethyl 3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylate (1313196-52-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / acetonitrile / 16 h / Reflux

2.1: hydrazine hydrate / ethylene glycol / 2 h / 130 °C

2.2: 2 h / 160 °C

3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 85 °C / Inert atmosphere

4.1: pyridine / copper(II) acetate monohydrate / 55 °C

With pyridine; potassium acetate; potassium carbonate; hydrazine hydrate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper(II) acetate monohydrate; In ethylene glycol; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone

3,5-Dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[3-(trifluoromethyl)benzyl]-1-benzofuran

2-bromo-6-hydroxybenzaldehyde

Downstream raw materials:

3,5-dimethyl-N-[2-(1-methylethoxy)ethyl]-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxamide

N-(2-amino-2-oxoethyl)-3,5-dimethyl-1-[2-[3-(trifluoromethyl)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxamide

3,5-dimethyl-1-[2-[3-(trifluoromethyl-)benzyl]-1-benzofuran-4-yl]-1H-pyrazole-4-carboxylic acid