2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide

Base Information

• Chemical Name: 2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide
• CAS No.: 316364-46-2
• Molecular Formula: C₂₅H₂₂N₄O₃S
• Molecular Weight: 458.541
• Mol file: 316364-46-2.mol

Synonyms:2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide

Chemical Property of 2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide

There total 10 articles about 2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide 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:

para-nitrophenyl bromide (586-78-7) → 2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide (316364-46-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 50.4 percent / Pd(PPh₃)4; aq. Na₂CO₃ / tetrahydrofuran / 18 h / Heating

2.1: NaH / dimethylformamide / 0.25 h

2.2: dimethylformamide / 18 h / 20 °C

3.1: H₂ / 10percent Pd/C / CH₂Cl₂; methanol / 2 h / 20 °C / 760.05 Torr

4.1: Et₃N; BOP / dimethylformamide / 18 h / 50 °C

5.1: TFA / 2 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium hydride; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Suzuki coupling;

DOI:10.1021/jm000113t

Reference yield:

2-(tert-butylamino)sulfonylphenylboronic acid (150691-04-6) → 2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide (316364-46-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 50.4 percent / Pd(PPh₃)4; aq. Na₂CO₃ / tetrahydrofuran / 18 h / Heating

2.1: NaH / dimethylformamide / 0.25 h

2.2: dimethylformamide / 18 h / 20 °C

3.1: H₂ / 10percent Pd/C / CH₂Cl₂; methanol / 2 h / 20 °C / 760.05 Torr

4.1: Et₃N; BOP / dimethylformamide / 18 h / 50 °C

5.1: TFA / 2 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium hydride; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Suzuki coupling;

DOI:10.1021/jm000113t

Reference yield:

N-(tert-butyl)-4'-nitro[1,1'-biphenyl]-2-sulfonamide (193006-33-6) → 2-(5-cyano-1H-indol-3-yl)-N-(2'-ethylsulfamoyl-biphenyl-4-yl)-acetamide (316364-46-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.25 h

1.2: dimethylformamide / 18 h / 20 °C

2.1: H₂ / 10percent Pd/C / CH₂Cl₂; methanol / 2 h / 20 °C / 760.05 Torr

3.1: Et₃N; BOP / dimethylformamide / 18 h / 50 °C

4.1: TFA / 2 h / Heating

With hydrogen; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; 10percent Pd/C; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm000113t

upstream raw materials:

1H-indole-5-carbonitrile

para-nitrophenyl bromide

2-(tert-butylamino)sulfonylphenylboronic acid

(5-cyano-1H-indol-3-yl)acetic acid