N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide

Base Information

• Chemical Name: N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide
• CAS No.: 167266-30-0
• Molecular Formula: C₃₇H₃₇FN₄O₄S
• Molecular Weight: 652.79

Synonyms:N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide

Chemical Property of N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide

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Technology Process of N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide

There total 7 articles about N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide 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:

2-fluoro-4-bromotoluene (51436-99-8) → N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide (167266-30-0)

Guidance literature:

Multi-step reaction with 8 steps

1: NBS, AIBN / CCl₄ / 4 h / Heating

2: K₂CO₃ / dimethylformamide / 12 h / Ambient temperature

3: 86 percent / aq. Na₂CO₃, (PPh₃)4Pd, tetrabutylammonium bromide / toluene / 20 h / Heating

4: tetrahydrofuran / 1.5 h / Ambient temperature

5: MnO₂ / CH₂Cl₂ / 24 h / Ambient temperature

6: Et₃N / tetrahydrofuran / Heating

7: Et₃N / tetrahydrofuran / Heating

8: TFA / 12 h

With manganese(IV) oxide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); tetrabutylammomium bromide; sodium carbonate; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00015a016

Reference yield:

4-bromo-2-fluorobenzyl bromide (76283-09-5) → N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide (167266-30-0)

Guidance literature:

Multi-step reaction with 7 steps

1: K₂CO₃ / dimethylformamide / 12 h / Ambient temperature

2: 86 percent / aq. Na₂CO₃, (PPh₃)4Pd, tetrabutylammonium bromide / toluene / 20 h / Heating

3: tetrahydrofuran / 1.5 h / Ambient temperature

4: MnO₂ / CH₂Cl₂ / 24 h / Ambient temperature

5: Et₃N / tetrahydrofuran / Heating

6: Et₃N / tetrahydrofuran / Heating

7: TFA / 12 h

With manganese(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; sodium carbonate; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00015a016

Reference yield:

1-(4-bromo-2-fluorobenzyl)-4-ethyl-5-formyl-2-propyl-1H-imidazole (169203-64-9) → N-{3-[5-Ethyl-3-(3-fluoro-2'-sulfamoyl-biphenyl-4-ylmethyl)-2-propyl-3H-imidazol-4-yl]-3-oxo-propyl}-N-phenyl-benzamide (167266-30-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 86 percent / aq. Na₂CO₃, (PPh₃)4Pd, tetrabutylammonium bromide / toluene / 20 h / Heating

2: tetrahydrofuran / 1.5 h / Ambient temperature

3: MnO₂ / CH₂Cl₂ / 24 h / Ambient temperature

4: Et₃N / tetrahydrofuran / Heating

5: Et₃N / tetrahydrofuran / Heating

6: TFA / 12 h

With manganese(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; sodium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm00015a016

upstream raw materials:

2-fluoro-4-bromotoluene

4-bromo-2-fluorobenzyl bromide

1-(4-bromo-2-fluorobenzyl)-4-ethyl-5-formyl-2-propyl-1H-imidazole

1-<<2'-<(tert-butylamino)sulfonyl>-3-fluoro(1,1'-biphenyl)-4-yl>methyl>-4-ethyl-5-formyl-2-propyl-1H-imidazole

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