N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide

Base Information

Chemical Name:N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide
CAS No.:796864-34-1
Molecular Formula:C₂₄H₂₉N₃O₃
Molecular Weight:407.513
Hs Code.:

Synonyms:N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide

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Chemical Property of N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide

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Technology Process of N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide

There total 8 articles about N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide 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: 22.0%

: 74-88-4
methyl iodide

: 796864-33-0
N-[4-(3-cyanomethylbenzoyl)-5-ethyl-2-methoxy-6-methylpyridin-3-yl]-2,2-dimethylpropionamide

: 796864-34-1
N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide

Guidance literature:: N-[4-(3-cyanomethylbenzoyl)-5-ethyl-2-methoxy-6-methylpyridin-3-yl]-2,2-dimethylpropionamide; With potassium tert-butylate; In tetrahydrofuran; at 5 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at 5 ℃; for 2h;
DOI:10.1021/jm0407658

Reference yield:

: 68348-23-2
3-(1,3-dioxolan-2-yl)benzaldehyde

: 796864-34-1
N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium; TMEDA / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 69 percent / tetrahydrofuran; hexane / -78 - 0 °C

2.1: 73 percent / tri[2-(2-methoxyethoxy)ethyl]amine; KMnO₄ / CH₂Cl₂ / 12 h / 20 °C

3.1: 100 percent / aq. HCl / 1 h / 20 °C

4.1: 46 percent / sodium borohydride / methanol / 2 h / 5 °C

5.1: 100 percent / thionyl chloride / CH₂Cl₂ / 2 h / 5 - 20 °C

6.1: 72 percent / ethanol; H₂O / 2 h / 80 °C

7.1: potassium tert-butoxide / tetrahydrofuran / 0.5 h / 5 °C

7.2: 22 percent / tetrahydrofuran / 2 h / 5 °C

With hydrogenchloride; sodium tetrahydroborate; potassium permanganate; n-butyllithium; thionyl chloride; N,N,N,N,-tetramethylethylenediamine; Tris(3,6-dioxaheptyl)amine; potassium tert-butylate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jm0407658

Reference yield:

: 197229-98-4
5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridine

: 796864-34-1
N-{4-[3-(1-cyanoethyl)benzoyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl}-2,2-dimethylpropionamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium; TMEDA / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 69 percent / tetrahydrofuran; hexane / -78 - 0 °C

2.1: 73 percent / tri[2-(2-methoxyethoxy)ethyl]amine; KMnO₄ / CH₂Cl₂ / 12 h / 20 °C

3.1: 100 percent / aq. HCl / 1 h / 20 °C

4.1: 46 percent / sodium borohydride / methanol / 2 h / 5 °C

5.1: 100 percent / thionyl chloride / CH₂Cl₂ / 2 h / 5 - 20 °C

6.1: 72 percent / ethanol; H₂O / 2 h / 80 °C

7.1: potassium tert-butoxide / tetrahydrofuran / 0.5 h / 5 °C

7.2: 22 percent / tetrahydrofuran / 2 h / 5 °C

With hydrogenchloride; sodium tetrahydroborate; potassium permanganate; n-butyllithium; thionyl chloride; N,N,N,N,-tetramethylethylenediamine; Tris(3,6-dioxaheptyl)amine; potassium tert-butylate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jm0407658