N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-carboxamide

Base Information

Chemical Name:N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-carboxamide
CAS No.:1093254-98-8
Molecular Formula:C₁₉H₁₃Cl₂FN₄O₂
Molecular Weight:419.242
Hs Code.:

Synonyms:N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-carboxamide

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Chemical Property of N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-carboxamide

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Technology Process of N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-carboxamide

There total 7 articles about N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-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:

: 41806-40-0
1-methyl-1H-imidazole-5-carboxylic acid

: 1093254-29-5
3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

: 1093254-98-8
N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;
DOI:10.1021/jm301294g

Reference yield:

: 770719-09-0
3-chloro-5-[(2,3-difluoro-6-nitrophenyl)oxy]benzonitrile

: 1093254-98-8
N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / Reflux

3.1: copper(I) oxide / acetonitrile / 2 h / Reflux

4.1: sodium dithionite; water / tetrahydrofuran / 1 h

5.1: copper dichloride; tert.-butylnitrite / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

6.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 85 °C

7.1: ammonia / dichloromethane; methanol / 2 h

8.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

With copper(I) oxide; N-Bromosuccinimide; tert.-butylnitrite; sodium dithionite; 2,2'-azobis(isobutyronitrile); ammonia; water; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; copper dichloride; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1021/jm301294g

Reference yield:

: {3-[(3-chloro-5-cyanophenyl)oxy]-2-fluoro-4-nitrophenyl}acetic acid

: 1093254-98-8
N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-methyl-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: copper(I) oxide / acetonitrile / 2 h / Reflux

2: sodium dithionite; water / tetrahydrofuran / 1 h

3: copper dichloride; tert.-butylnitrite / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

4: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 85 °C

5: ammonia / dichloromethane; methanol / 2 h

6: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

With copper(I) oxide; N-Bromosuccinimide; tert.-butylnitrite; sodium dithionite; 2,2'-azobis(isobutyronitrile); ammonia; water; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; copper dichloride; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm301294g