1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylic acid

Base Information

• Chemical Name: 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylic acid
• CAS No.: 1026648-73-6
• Molecular Formula: C₂₂H₁₇BrF₃N₃O₅S
• Molecular Weight: 572.359

Synonyms:1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylic acid

Chemical Property of 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylic acid

Chemical Property:

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Technology Process of 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylic acid

There total 11 articles about 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-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-bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylate (1026015-03-1) → 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylic acid (1026648-73-6)

Guidance literature:

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

DOI:10.1021/jm00045a016

Reference yield:

5-methylbenzofuran (18441-43-5) → 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylic acid (1026648-73-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) n-BuLi, TMEDA, 2.) triisopropyl borate, 3.) tetrakis(triphenylphosphine)palladium, Na₂CO₃

2: 100 percent / Br₂ / CCl₄ / 0.67 h / 0 - 5 °C

3: 92 percent / aq. NaOH / methanol / 3 h / Heating

4: 18 percent / diphenylphosphorazidate, Et₃N / dioxane / 20 h / Heating

5: 97 percent / NBS, benzoyl peroxide / CCl₄ / 1.5 h / Heating; Irradiation

6: K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

7: trifluoroacetic acid / CH₂Cl₂ / 16 h / Ambient temperature

8: Et₃N / CH₂Cl₂ / 0.75 h / -70 °C

9: aq. NaOH / methanol / 3 h / 50 °C

With sodium hydroxide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; Perbenzoic acid; Triisopropyl borate; N,N,N,N,-tetramethylethylenediamine; diphenyl phosphoryl azide; bromine; sodium carbonate; potassium carbonate; triethylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00045a016

Reference yield:

2-bromobenzoic acid methyl ester (610-94-6) → 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-2,4-dimethyl-1H-imidazole-5-carboxylic acid (1026648-73-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) n-BuLi, TMEDA, 2.) triisopropyl borate, 3.) tetrakis(triphenylphosphine)palladium, Na₂CO₃

2: 100 percent / Br₂ / CCl₄ / 0.67 h / 0 - 5 °C

3: 92 percent / aq. NaOH / methanol / 3 h / Heating

4: 18 percent / diphenylphosphorazidate, Et₃N / dioxane / 20 h / Heating

5: 97 percent / NBS, benzoyl peroxide / CCl₄ / 1.5 h / Heating; Irradiation

6: K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

7: trifluoroacetic acid / CH₂Cl₂ / 16 h / Ambient temperature

8: Et₃N / CH₂Cl₂ / 0.75 h / -70 °C

9: aq. NaOH / methanol / 3 h / 50 °C

With sodium hydroxide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; Perbenzoic acid; Triisopropyl borate; N,N,N,N,-tetramethylethylenediamine; diphenyl phosphoryl azide; bromine; sodium carbonate; potassium carbonate; triethylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00045a016

upstream raw materials:

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

5-methylbenzofuran

2-bromobenzoic acid methyl ester

2-(3-bromo-5-methyl-2-benzofuranyl)benzoic acid

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