1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid

Base Information

• Chemical Name: 1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid
• CAS No.: 146624-41-1
• Molecular Formula: C₂₆H₂₁F₆N₃O₅S
• Molecular Weight: 601.526
• Mol file: 146624-41-1.mol

Synonyms:1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid

Chemical Property of 1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid

There total 14 articles about 1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid 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:

Ethyl 1-[[3-(trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylate (146624-40-0) → 1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid (146624-41-1)

Guidance literature:

With sodium hydroxide; In methanol; at 50 ℃; for 3h;

DOI:10.1021/jm00045a016

Reference yield:

2-Nitrobenzyl alcohol (612-25-9) → 1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid (146624-41-1)

Guidance literature:

Multi-step reaction with 9 steps

1: Et₃N / dioxane / 1.5 h / 15 - 25 °C

2: 72 percent / NaI, K₂CO₃ / N,N-dimethyl-acetamide / 18 h

3: 30 percent / NaOMe / N,N-dimethyl-acetamide / 3 h / 0 - 25 °C

4: 100 percent / Ac₂O, conc. H₂SO₄ / 4.5 h / Heating

5: NBS, benzoyl peroxide / CCl₄ / 1.5 h / Heating; Irradiation

6: 1.) NaH / 1.) DMF, 45 min, 2.) DMF, RT, 12 h

7: 78 percent / H₂, conc. aq. HCl / 10percent Pd/C / tetrahydrofuran / 2 h / 20 °C / 760 Torr

8: Et₃N / CH₂Cl₂ / 0.75 h / -70 °C

9: aq. NaOH / methanol / 3 h / 50 °C

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; Perbenzoic acid; sulfuric acid; hydrogen; sodium methylate; acetic anhydride; sodium hydride; potassium carbonate; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1021/jm00045a016

Reference yield:

2,2,2-trifluoromethyl-1-(2-hydroxy-5-methylphenyl)ethan-1-one (70978-57-3) → 1-[[3-(Trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylic acid (146624-41-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 72 percent / NaI, K₂CO₃ / N,N-dimethyl-acetamide / 18 h

2: 30 percent / NaOMe / N,N-dimethyl-acetamide / 3 h / 0 - 25 °C

3: 100 percent / Ac₂O, conc. H₂SO₄ / 4.5 h / Heating

4: NBS, benzoyl peroxide / CCl₄ / 1.5 h / Heating; Irradiation

5: 1.) NaH / 1.) DMF, 45 min, 2.) DMF, RT, 12 h

6: 78 percent / H₂, conc. aq. HCl / 10percent Pd/C / tetrahydrofuran / 2 h / 20 °C / 760 Torr

7: Et₃N / CH₂Cl₂ / 0.75 h / -70 °C

8: aq. NaOH / methanol / 3 h / 50 °C

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; Perbenzoic acid; sulfuric acid; hydrogen; sodium methylate; acetic anhydride; sodium hydride; potassium carbonate; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1021/jm00045a016

upstream raw materials:

Ethyl 1-[[3-(trifluoromethyl)-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxylate

2-Nitrobenzyl alcohol

2,2,2-trifluoromethyl-1-(2-hydroxy-5-methylphenyl)ethan-1-one

3-Cyclopropyl-2-nitro-3-oxo-propionic acid ethyl ester