Technology Process of N,N-bis(tert-butoxycarbonyl)-5-(5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3, 2-c]pyridin-2-yl)-3-(1-(5-chloro-2-(trifluoromethyl)phenyl)ethoxy)pyridin-2-amine
There total 7 articles about N,N-bis(tert-butoxycarbonyl)-5-(5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3, 2-c]pyridin-2-yl)-3-(1-(5-chloro-2-(trifluoromethyl)phenyl)ethoxy)pyridin-2-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-bromo-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylic acid tert-butyl ester;
With
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate;
In
1,4-dioxane; water;
at 90 ℃;
for 0.5h;
Inert atmosphere;
N,N-bis(tert-butoxycarbonyl)-3-(1-(5-chloro-2-(trifluoromethyl)phenyl)ethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine;
In
1,4-dioxane; water;
at 110 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C
2.1: hydrogenchloride; iron / 2.5 h / 100 °C
3.1: N-Bromosuccinimide / acetonitrile / 1 h / 0 °C
4.1: dmap / N,N-dimethyl-formamide / 20 °C
5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dimethyl sulfoxide / 2.5 h / 80 °C / Inert atmosphere
6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate / water; 1,4-dioxane / 0.5 h / 90 °C / Inert atmosphere
6.2: 110 °C
With
hydrogenchloride; dmap; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; iron; sodium hydride; caesium carbonate;
In
tetrahydrofuran; 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; mineral oil;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogenchloride; iron / 2.5 h / 100 °C
2.1: N-Bromosuccinimide / acetonitrile / 1 h / 0 °C
3.1: dmap / N,N-dimethyl-formamide / 20 °C
4.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dimethyl sulfoxide / 2.5 h / 80 °C / Inert atmosphere
5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate / water; 1,4-dioxane / 0.5 h / 90 °C / Inert atmosphere
5.2: 110 °C
With
hydrogenchloride; dmap; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; iron; caesium carbonate;
In
1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;