Technology Process of ethyl 3-(5-amino-2-{2-[4-(2-{2-[2-(diethoxyphosphoryl)ethoxy]ethoxy}ethoxy)-2-methylphenyl]ethyl}benzo[f][1,7]naphthyridin-8-yl)propanoate
There total 14 articles about ethyl 3-(5-amino-2-{2-[4-(2-{2-[2-(diethoxyphosphoryl)ethoxy]ethoxy}ethoxy)-2-methylphenyl]ethyl}benzo[f][1,7]naphthyridin-8-yl)propanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C
1.2: 3.5 h / 20 °C
2.1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C
4.1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere
5.1: tris-(dibenzylideneacetone)dipalladium(0); XPhos; sodium hydrogencarbonate / butan-1-ol; water / 100 °C
6.1: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 24 h
7.1: hydrogenchloride / ethanol; 1,4-dioxane / 3 h
8.1: caesium carbonate / N,N-dimethyl-formamide / 1.5 h / 60 °C
With
hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium(0); copper(l) iodide; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydrogencarbonate; caesium carbonate; triethylamine; XPhos;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: tris-(dibenzylideneacetone)dipalladium(0); XPhos; sodium hydrogencarbonate / butan-1-ol; water / 100 °C
2: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 24 h
3: hydrogenchloride / ethanol; 1,4-dioxane / 3 h
4: caesium carbonate / N,N-dimethyl-formamide / 1.5 h / 60 °C
With
hydrogenchloride; tris-(dibenzylideneacetone)dipalladium(0); palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; caesium carbonate; XPhos;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C
2: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere
3: tris-(dibenzylideneacetone)dipalladium(0); XPhos; sodium hydrogencarbonate / butan-1-ol; water / 100 °C
4: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 24 h
5: hydrogenchloride / ethanol; 1,4-dioxane / 3 h
6: caesium carbonate / N,N-dimethyl-formamide / 1.5 h / 60 °C
With
hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium(0); copper(l) iodide; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; caesium carbonate; triethylamine; XPhos;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;