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

Base Information

Chemical Name: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
CAS No.:1352721-65-3
Molecular Formula:C₃₅H₄₀N₆O₃
Molecular Weight:592.741
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 14 articles about 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 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: 60.0%

: 1352721-45-9
N-{2-[4-(2-amino-benzoimidazol-1-yl)-piperidin-1-yl]-4-methyl-phenyl}-acetamide

: 220499-13-8
tert-butyl 4-(bromomethyl)-1H-1-indolecarboxylate

: 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

Guidance literature:: With potassium iodide; at 20 - 110 ℃; for 0.5h;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 8 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

With 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;