(2E,4Z)-N-(isoquinolin-5-yl)-5-phenyl-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

Base Information

Chemical Name:(2E,4Z)-N-(isoquinolin-5-yl)-5-phenyl-5-(4-trifluoromethylphenyl)-2,4-pentadienamide
CAS No.:1002123-88-7
Molecular Formula:C₂₇H₁₉F₃N₂O
Molecular Weight:444.456
Hs Code.:

Synonyms:

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Chemical Property of (2E,4Z)-N-(isoquinolin-5-yl)-5-phenyl-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

Chemical Property:

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Technology Process of (2E,4Z)-N-(isoquinolin-5-yl)-5-phenyl-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

There total 8 articles about (2E,4Z)-N-(isoquinolin-5-yl)-5-phenyl-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:

: 1125-60-6
isoquinolin-5-ylamine

: 1002127-68-5
(2E,4Z)-5-Phenyl-5-[4-(trifluoromethyl)phenyl]-2,4-pentadienoic acid

: 1002123-88-7
(2E,4Z)-N-(isoquinolin-5-yl)-5-phenyl-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 7h; Inert atmosphere;
DOI:10.1021/jm300101n

Reference yield:

: 536-74-3
phenylacetylene

: 1002123-88-7
(2E,4Z)-N-(isoquinolin-5-yl)-5-phenyl-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

1.2: 20 h / -78 °C / Inert atmosphere

2.1: acetic acid; sodium iodide / 4.5 h / 110 °C / Inert atmosphere

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium carbonate / 1,4-dioxane; water / 17 h / 70 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 5 h / -78 °C / Inert atmosphere

5.1: manganese(IV) oxide / dichloromethane / 4 h / 20 °C / Inert atmosphere

6.1: dichloromethane / 24 h / 20 °C / Inert atmosphere

7.1: lithium hydroxide / tetrahydrofuran; methanol; water / 2 h / 20 °C / Inert atmosphere

7.2: 1 h / pH 5 / Inert atmosphere

8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 7 h / 60 °C / Inert atmosphere

With manganese(IV) oxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; trifuran-2-yl-phosphane; diisobutylaluminium hydride; sodium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3.1: Suzuki coupling / 6.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm300101n

Reference yield:

: 1002127-66-3
(Z)-3-phenyl-3-(4-trifluoromethylphenyl)propenal

: 1002123-88-7
(2E,4Z)-N-(isoquinolin-5-yl)-5-phenyl-5-(4-trifluoromethylphenyl)-2,4-pentadienamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 24 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 2 h / 20 °C / Inert atmosphere

2.2: 1 h / pH 5 / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 7 h / 60 °C / Inert atmosphere

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm300101n