Multi-step reaction with 11 steps
1.1: ammonia; ammonium chloride / methanol / 96 h / 20 °C
2.1: hydrogenchloride / 96 h / Reflux
2.2: 20 °C / pH 8
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -15 - 0 °C
4.1: sodium hydrogencarbonate / water; tetrahydrofuran / 15 h / 0 - 20 °C
4.2: pH 1 - 2 / Cooling with ice
5.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C
6.1: acetic acid / dichloromethane; tetrahydrofuran / 1 h / 20 °C
6.2: 5 h / 20 °C
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C / Cooling with ice
8.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C
9.1: dichloromethane / 72 h / 20 °C
10.1: ammonium chloride / ethanol / 18 h / 75 °C
11.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; ethanol / 0.5 h / 150 °C / Inert atmosphere; Micriwave irradiatoin
With
hydrogenchloride; lithium aluminium tetrahydride; ammonia; sodium hydrogencarbonate; potassium carbonate; ammonium chloride; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water;