2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole

Base Information

Chemical Name:2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole
CAS No.:1542265-53-1
Molecular Formula:C₁₉H₂₀ClIN₄
Molecular Weight:466.752
Hs Code.:

Synonyms:2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole

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Chemical Property of 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole

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Technology Process of 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole

There total 5 articles about 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole 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: 43.0%

: 900506-24-3
4-((4-methylpiperazin-1-yl)methyl)benzene-1,2-diamine

: 42860-04-8
4-chloro-3-iodobenzoic acid

: 1542265-53-1
2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole

Guidance literature:: 4-((4-methylpiperazin-1-yl)methyl)benzene-1,2-diamine; 4-chloro-3-iodobenzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

With acetic acid; for 3h; Reflux;
DOI:10.1021/acs.jmedchem.1c00082

Reference yield:

: 896466-69-6
(3,4-dinitrophenyl)-(4-methylpiperazin-1-yl)-methanone

: 1542265-53-1
2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 5 h / 5 - 20 °C

1.2: 0.17 h

2.1: hydrogen; palladium 10% on activated carbon / methanol; N,N-dimethyl-formamide / 12 h

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C

3.2: 3 h / Reflux

With sodium tetrahydroborate; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.1c00082

Reference yield:

: 528-45-0
3,4-dinitrobenzoic acid

: 1542265-53-1
2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / 6 h / Reflux

2.1: triethylamine / dichloromethane / 5 - 20 °C

3.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 5 h / 5 - 20 °C

3.2: 0.17 h

4.1: hydrogen; palladium 10% on activated carbon / methanol; N,N-dimethyl-formamide / 12 h

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C

5.2: 3 h / Reflux

With sodium tetrahydroborate; thionyl chloride; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.1c00082