Multi-step reaction with 12 steps
1.1: triethylamine / 1,4-dioxane / 3 h
2.1: acetic acid; zinc / 1 h / 40 °C
3.1: potassium carbonate / acetonitrile / 2 h / 35 °C
4.1: potassium tert-butylate; tert-butyl alcohol / 0.5 h / Reflux
5.1: diethylamino-sulfur trifluoride / tetrahydrofuran / 2 h
6.1: Lawessons reagent / tetrahydrofuran / 1 h / Reflux
7.1: ammonia / methanol / 15 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / 20 °C / Cooling with ice
9.1: sodium L-ascorbate; copper(l) iodide; sodium azide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / water; ethanol / 70 °C / Inert atmosphere
10.1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran; ethanol
11.1: magnesium sulfate / dichloromethane / 0.25 h / 100 °C
11.2: 5 h
12.1: hydrogenchloride / methanol; 1,4-dioxane / 2 h / 50 °C
With
Lawessons reagent; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; hydrogenchloride; copper(l) iodide; sodium azide; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; potassium tert-butylate; ammonia; hydrogen; magnesium sulfate; potassium carbonate; acetic acid; sodium L-ascorbate; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; tert-butyl alcohol;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetonitrile;