2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

Base Information

Chemical Name:2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide
CAS No.:866598-58-5
Molecular Formula:C₂₂H₂₂Cl₂N₄O₂
Molecular Weight:445.348
Hs Code.:

Synonyms:2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

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Chemical Property of 2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

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Technology Process of 2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

There total 3 articles about 2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide 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: 58.0%

: 866598-40-5
1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

: 866598-58-5
2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

Guidance literature:: 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide; With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 1h;

With water; In dichloromethane;

Reference yield:

: 6373-46-2
p-benzyloxyaniline

: 866598-58-5
2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: ethylmagnesium bromide / tetrahydrofuran / 0.33 h / Inert atmosphere

1.2: 20 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / tetrahydrofuran / 0.17 h

2.2: 67 h / 20 °C

3.1: water; potassium hydroxide / methanol / 2 h / Reflux

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Reflux

5.1: triethylamine / dichloromethane / 2 h / 20 °C

6.1: boron tribromide / dichloromethane / 1 h / 0 - 20 °C

With oxalyl dichloride; ethylmagnesium bromide; water; boron tribromide; potassium carbonate; triethylamine; N,N-dimethyl-formamide; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/acs.jmedchem.7b00861

Reference yield:

: 866598-56-3
ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate

: 866598-58-5
2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: water; potassium hydroxide / methanol / 2 h / Reflux

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Reflux

3: triethylamine / dichloromethane / 2 h / 20 °C

4: boron tribromide / dichloromethane / 1 h / 0 - 20 °C

With oxalyl dichloride; water; boron tribromide; triethylamine; N,N-dimethyl-formamide; potassium hydroxide; In methanol; dichloromethane;
DOI:10.1021/acs.jmedchem.7b00861