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

Base Information

Chemical Name:(2E,4Z)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-hydroxyphenyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide
CAS No.:1002125-52-1
Molecular Formula:C₂₇H₂₁F₃N₂O₄
Molecular Weight:494.47
Hs Code.:

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

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

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

There total 5 articles about (2E,4Z)-N-(3-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-hydroxyphenyl)-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:

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

: 292143-04-5
5-amino-3-hydroxy-3,4-dihydroquinolin-2(1H)-one

: 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

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 60 ℃; for 11h; Inert atmosphere;
DOI:10.1021/jm300101n

Reference yield:

: 1002127-15-2
ethyl (E)-5,5-dibromo-2,4-pentadienoate

: 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

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 6 h / 70 °C / Inert atmosphere

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium carbonate / 1,4-dioxane; water / 4.5 h / 70 °C / Inert atmosphere

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

3.2: 0.5 h / 0 °C / Inert atmosphere

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

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; 1.1: Suzuki coupling / 2.1: Suzuki coupling;
DOI:10.1021/jm300101n

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 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

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