Multi-step reaction with 9 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere
2.1: N,N-diethylaniline / 15 h / 200 °C
3.1: copper diacetate / acetonitrile / 46 h / 20 °C
4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Inert atmosphere
5.1: hydrogen / palladium 10% on activated carbon / methanol
6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 0 - 20 °C
6.2: pH 2
6.3: 0 - 20 °C / Inert atmosphere
7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 40 °C
7.2: pH 2
8.1: benzotriazol-1-ol / dichloromethane / 0.5 h / 0 °C
8.2: 1 h / 0 °C
8.3: 0 - 20 °C
9.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h / Inert atmosphere
9.2: 0.08 h
With
hydrogenchloride; water; hydrogen; copper diacetate; potassium carbonate; benzotriazol-1-ol; N,N-diethylaniline; sodium hydroxide;
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;