Multi-step reaction with 6 steps
1.1: hydrogenchloride / 1,4-dioxane; water / 72 h / Reflux
2.1: potassium carbonate / N,N-dimethyl acetamide / 0 - 20 °C
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere
3.2: 20 °C / Inert atmosphere
4.1: morpholine; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 0.08 h
5.2: 0.5 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C
With
morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/acsmedchemlett.5b00218