(2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

Base Information

Chemical Name:(2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide
CAS No.:1002127-01-6
Molecular Formula:C₂₉H₂₂F₃N₃O₄
Molecular Weight:533.507
Hs Code.:

Synonyms:(2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

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Chemical Property of (2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

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Technology Process of (2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

There total 4 articles about (2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide 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: 48.0%

: 1002125-52-1
(2E,4Z)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-hydroxyphenyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

: 107-14-2
chloroacetonitrile

: 1002127-01-6
(2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

: 1002128-32-6
(2E,4Z)-5-(4-Hydroxyphenyl)-5-[4-(trifluoromethyl)phenyl]-2,4-pentadienoic acid

: 1002127-01-6
(2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

Guidance literature:: Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 11 h / 60 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1021/jm300101n

Reference yield:

: 1002128-15-5
ethyl (2E,4Z)-5-(4-hydroxyphenyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienoate

: 1002127-01-6
(2E,4Z)-5-(4-cyanomethoxyphenyl)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide / tetrahydrofuran; methanol; water / 4 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 11 h / 60 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 3.1: Mitsunobu reaction;
DOI:10.1021/jm300101n