Multi-step reaction with 8 steps
1.1: HATU / N,N-dimethyl-formamide / -10 °C
1.2: -10 - 0 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / -20 - 0 °C
2.2: pH 5
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C
3.2: 3 h / 20 °C
3.3: pH 8
4.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h / 760.05 Torr / Inert atmosphere
5.1: dichloromethane / 1 h / 20 °C
6.1: potassium carbonate; copper(l) iodide / 1,4-dioxane / 72 h / 110 °C / Sealed; Inert atmosphere
7.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 55 °C
7.2: pH 5
8.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
With
hydrogenchloride; copper(l) iodide; lithium aluminium tetrahydride; lithium hydroxide monohydrate; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;