Technology Process of (E)-ethyl 3-(4-(2-(5-amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-3-methylphenyl)acrylate
There total 12 articles about (E)-ethyl 3-(4-(2-(5-amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-3-methylphenyl)acrylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
diethoxyphosphoryl-acetic acid ethyl ester;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 0.5h;
4-(2-(5-amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-3-methylbenzaldehyde;
In
tetrahydrofuran;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
1.2: 20 °C
2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate / 1,4-dioxane / 100 °C / Inert atmosphere
3.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; ethanol / 100 °C
4.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethyl acetate / 20 °C
5.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 2 h / -78 - 20 °C
6.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 3 h / 20 °C
7.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
7.2: 20 °C
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium(0); 2-iodoxybenzoic acid; palladium 10% on activated carbon; hydrogen; sodium acetate; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dimethyl sulfoxide; ethyl acetate; toluene;
3.1: |Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate / 1,4-dioxane / 100 °C / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; ethanol / 100 °C
3.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethyl acetate / 20 °C
4.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 2 h / -78 - 20 °C
5.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 3 h / 20 °C
6.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
6.2: 20 °C
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium(0); 2-iodoxybenzoic acid; palladium 10% on activated carbon; hydrogen; sodium acetate; sodium hydride; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dimethyl sulfoxide; ethyl acetate; toluene;
2.1: |Suzuki Coupling;