N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-acetamide

Base Information

Chemical Name:N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-acetamide
CAS No.:1352721-16-4
Molecular Formula:C₂₉H₂₉ClN₆O
Molecular Weight:513.042
Hs Code.:

Synonyms:N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-acetamide

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Chemical Property of N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-acetamide

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Technology Process of N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-acetamide

There total 13 articles about N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-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: 30.0%

: 1352721-51-7
4-{3-[1-(2-amino-5-chloro-phenyl)-piperidin-4-yl]-2-[tert-butoxycarbonylimino]-2,3-dihydro-benzoimidazol-1-ylmethyl}-indole-1-carboxylic acid tert-butyl ester

: 75-36-5
acetyl chloride

: 1352721-16-4
N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-acetamide

Guidance literature:: 4-{3-[1-(2-amino-5-chloro-phenyl)-piperidin-4-yl]-2-[tert-butoxycarbonylimino]-2,3-dihydro-benzoimidazol-1-ylmethyl}-indole-1-carboxylic acid tert-butyl ester; acetyl chloride; In ethyl acetate; at 80 ℃; for 1h; Sealed vessel;

With trifluoroacetic acid; at 20 ℃; for 0.0833333h;

Reference yield:

: 79099-00-6
tert‐butyl 4‐((2‐aminophenyl)amino)piperidine‐1‐carboxylate

: 1352721-16-4
N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: water / acetonitrile / 22 h / 20 °C

2.1: potassium iodide / acetonitrile / 0.5 h / 20 - 110 °C / Sealed vessel

3.1: trifluoroacetic acid; water / dichloromethane / 0.5 h / 20 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

5.1: dmap / 1,2-dichloro-ethane / 5 h / 70 °C

6.1: tin(II) chloride dihdyrate / ethanol / 6 h / 50 - 70 °C

7.1: ethyl acetate / 1 h / 80 °C / Sealed vessel

7.2: 0.08 h / 20 °C

With tin(II) chloride dihdyrate; water; caesium carbonate; trifluoroacetic acid; potassium iodide; dmap; In ethanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 39830-66-5
methyl 1H-indole-4-carboxylate

: 1352721-16-4
N-(4-chloro-2-{4-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-phenyl)-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: dmap / acetonitrile / 16 h

1.2: 16 h

2.1: diisobutylaluminium hydride / cyclohexane; tetrahydrofuran / 16.33 h / -78 - 20 °C / Inert atmosphere

2.2: 2 h / 0 °C

3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.33 h / 0 °C

3.2: 1.17 h / 0 °C

4.1: potassium iodide / acetonitrile / 0.5 h / 20 - 110 °C / Sealed vessel

5.1: trifluoroacetic acid; water / dichloromethane / 0.5 h / 20 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

7.1: dmap / 1,2-dichloro-ethane / 5 h / 70 °C

8.1: tin(II) chloride dihdyrate / ethanol / 6 h / 50 - 70 °C

9.1: ethyl acetate / 1 h / 80 °C / Sealed vessel

9.2: 0.08 h / 20 °C

With tin(II) chloride dihdyrate; carbon tetrabromide; water; diisobutylaluminium hydride; caesium carbonate; triphenylphosphine; trifluoroacetic acid; potassium iodide; dmap; In tetrahydrofuran; ethanol; dichloromethane; cyclohexane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;