1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide

Base Information

Chemical Name:1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide
CAS No.:146623-71-4
Molecular Formula:C₂₇H₂₆BrF₃N₄O₄S
Molecular Weight:639.493
Hs Code.:

Synonyms:1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide

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Chemical Property of 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide

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Technology Process of 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide

There total 15 articles about 1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide 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:

: 1025993-01-4
3-Cyclopropyl-2-nitro-3-oxo-propionic acid ethyl ester

: 146623-71-4
1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / H₂, AcCl / 5percent Pd/C / ethanol / 5 h / 760 Torr / Ambient temperature

2: 24 percent / Et₃N / ethanol

3: 62 percent / K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

4: 98 percent / trifluoroacetic acid / CH₂Cl₂ / 16 h / Ambient temperature

5: 100 percent / Et₃N / CH₂Cl₂ / 0.75 h / -70 °C

6: 95 percent / aq. NaOH / methanol / 3 h / 50 °C

7: 1.) CDI / 1.) THF, RT, 3 h, 2.) THF, EtOH, a.) RT, 16 h, b.) reflux, 4 h

With sodium hydroxide; hydrogen; potassium carbonate; triethylamine; acetyl chloride; 1,1'-carbonyldiimidazole; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00045a016

Reference yield:

: 24922-02-9
Ethyl 3-cyclopropyl-3-oxopropionate

: 146623-71-4
1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / aq. NaNO₂ / acetic acid / 4 h / Ambient temperature

2: 60 percent / H₂, AcCl / 5percent Pd/C / ethanol / 5 h / 760 Torr / Ambient temperature

3: 24 percent / Et₃N / ethanol

4: 62 percent / K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

5: 98 percent / trifluoroacetic acid / CH₂Cl₂ / 16 h / Ambient temperature

6: 100 percent / Et₃N / CH₂Cl₂ / 0.75 h / -70 °C

7: 95 percent / aq. NaOH / methanol / 3 h / 50 °C

8: 1.) CDI / 1.) THF, RT, 3 h, 2.) THF, EtOH, a.) RT, 16 h, b.) reflux, 4 h

With sodium hydroxide; hydrogen; potassium carbonate; triethylamine; acetyl chloride; 1,1'-carbonyldiimidazole; trifluoroacetic acid; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00045a016

Reference yield:

: 18441-43-5
5-methylbenzofuran

: 146623-71-4
1-[[3-Bromo-2-[2-[[(trifluoromethyl)sulphonyl]amino]phenyl]-5-benzofuranyl]methyl]-4-cyclopropyl-N,2-diethyl-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 10 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: 62 percent / K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

7: 98 percent / trifluoroacetic acid / CH₂Cl₂ / 16 h / Ambient temperature

8: 100 percent / Et₃N / CH₂Cl₂ / 0.75 h / -70 °C

9: 95 percent / aq. NaOH / methanol / 3 h / 50 °C

10: 1.) CDI / 1.) THF, RT, 3 h, 2.) THF, EtOH, a.) RT, 16 h, b.) reflux, 4 h

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; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00045a016