2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide

Base Information

Chemical Name:2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide
CAS No.:1415089-61-0
Molecular Formula:C₂₂H₂₀F₅N₅O₂
Molecular Weight:481.425
Hs Code.:

Synonyms:2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide

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Chemical Property of 2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide

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Technology Process of 2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide

There total 11 articles about 2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide 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: 88.0%

: 1415091-10-9
5-(aminomethyl)-2-(difluoromethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide

: 79-03-8
propionyl chloride

: 1415089-61-0
2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/acs.jmedchem.5b01249

Reference yield:

: ethyl 5-(aminomethyl)-2-(difluoromethyl)pyridine-3-carboxylate dihydrochloride

: 1415089-61-0
2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 0.17 h / 20 °C

1.2: 16 h

2.1: lithium hydroxide monohydrate / water; 1,4-dioxane / 1.5 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane / 16 h / 60 °C

4.1: hydrogenchloride / 1,4-dioxane / 20 °C

5.1: triethylamine / dichloromethane / 20 °C

With hydrogenchloride; lithium hydroxide monohydrate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1021/acs.jmedchem.5b01249

Reference yield:

: 1415089-65-4
ethyl 5-cyano-2-(difluoromethyl)nicotinate

: 1415089-61-0
2-(difluoromethyl)-5-(propionamidomethyl)-N-(4-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)nicotinamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 5%-palladium/activated carbon; di-tert-butyl dicarbonate; triethylamine; hydrogen / ethanol / 14.5 h / 20 - 30 °C / 2250.23 - 3000.3 Torr / Autoclave; Large scale

1.2: 20 - 30 °C / Large scale

2.1: tetrahydrofuran / 0.17 h / 20 °C

2.2: 16 h

3.1: lithium hydroxide monohydrate / water; 1,4-dioxane / 1.5 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane / 16 h / 60 °C

5.1: hydrogenchloride / 1,4-dioxane / 20 °C

6.1: triethylamine / dichloromethane / 20 °C

With hydrogenchloride; lithium hydroxide monohydrate; di-tert-butyl dicarbonate; 5%-palladium/activated carbon; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1021/acs.jmedchem.5b01249