2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-acetamide

Base Information

• Chemical Name: 2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-acetamide
• CAS No.: 316364-43-9
• Molecular Formula: C₂₂H₁₇N₅O₃S
• Molecular Weight: 431.475

Synonyms:2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-acetamide

Chemical Property of 2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-acetamide

Chemical Property:

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Technology Process of 2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-acetamide

There total 9 articles about 2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-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:

5-bromo-2-pyridylamine (1072-97-5) → 2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-acetamide (316364-43-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd(PPh₃)4; aq. Na₂CO₃ / tetrahydrofuran / Heating

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

3: TFA / 2 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1021/jm000113t

Reference yield:

1H-indole-5-carbonitrile (15861-24-2,142396-06-3) → 2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-acetamide (316364-43-9)

Guidance literature:

Multi-step reaction with 6 steps

1: diethyl ether / 3.5 h / 20 °C

2: 18 h / 20 °C

3: 22.6 percent / Et₃SiH; TFA / 20 h / 20 °C

4: KOH / methanol / 18 h / 20 °C

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

6: TFA / 2 h / Heating

With triethylsilane; potassium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; In methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm000113t

Reference yield:

2-(tert-butylamino)sulfonylphenylboronic acid (150691-04-6) → 2-(5-cyano-1H-indol-3-yl)-N-[5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-acetamide (316364-43-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd(PPh₃)4; aq. Na₂CO₃ / tetrahydrofuran / Heating

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

3: TFA / 2 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1021/jm000113t

upstream raw materials:

5-bromo-2-pyridylamine

1H-indole-5-carbonitrile

2-(tert-butylamino)sulfonylphenylboronic acid

2-Amino-5-(2-t-butylaminosulfonyl-phenyl)-pyridine

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