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

Base Information

Chemical Name:N-(2-{4-[2-acetylimino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-4-methyl-phenyl)-acetamide
CAS No.:1352721-25-5
Molecular Formula:C₃₂H₃₄N₆O₂
Molecular Weight:534.661
Hs Code.:

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

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

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

There total 14 articles about N-(2-{4-[2-acetylimino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-4-methyl-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: 17.0%

: 1352721-65-3
4-{3-[1-(2-acetylamino-5-methyl-phenyl)-piperidin-4-yl]-2-imino-2,3-dihydro-benzoimidazol-1-ylmethyl}-indole-1-carboxylic acid tert-butyl ester

: 75-36-5
acetyl chloride

: 1352721-25-5
N-(2-{4-[2-acetylimino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-4-methyl-phenyl)-acetamide

Guidance literature:: With methanol; In ethyl acetate; at 80 ℃; for 1h; Sealed vessel;

Reference yield:

: 73874-95-0
(piperidin-4-yl)carbamic acid tert-butyl ester

: 1352721-25-5
N-(2-{4-[2-acetylimino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-4-methyl-phenyl)-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: caesium carbonate / acetonitrile / 20 h / 20 - 50 °C

2: hydrogen / palladium 10% on activated carbon / methanol / 1.5 h / 20 °C / 760.05 Torr

3: triethylamine / ethyl acetate / 1 h / 80 °C

4: trifluoroacetic acid / dichloromethane; water / 1 h / 20 °C

5: N-ethyl-N,N-diisopropylamine / acetonitrile / 2.25 h / 150 °C / Sealed vessel

6: hydrogen / palladium 10% on activated carbon / methanol / 4.5 h / 20 °C / 760.05 Torr

7: water; bromocyane / acetonitrile / 23 h / 20 °C

8: potassium iodide / 0.5 h / 20 - 110 °C

9: methanol / ethyl acetate / 1 h / 80 °C / Sealed vessel

With methanol; bromocyane; water; hydrogen; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium iodide; palladium 10% on activated carbon; In methanol; dichloromethane; water; ethyl acetate; acetonitrile;

Reference yield:

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

: 1352721-25-5
N-(2-{4-[2-acetylimino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-piperidin-1-yl}-4-methyl-phenyl)-acetamide

Guidance literature:: Multi-step reaction with 5 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 / 0.5 h / 20 - 110 °C

5.1: methanol / ethyl acetate / 1 h / 80 °C / Sealed vessel

With methanol; carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; potassium iodide; dmap; In tetrahydrofuran; dichloromethane; cyclohexane; ethyl acetate; acetonitrile;