Multi-step reaction with 9 steps
1.1: ammonium hydroxide / methanol; water / 1 h / 20 °C
2.1: N-Bromosuccinimide / tetrahydrofuran / 0.25 h / -46 °C
3.1: potassium hydroxide / dimethyl sulfoxide / 1.5 h
3.2: 4 h
3.3: 0.33 h / 20 °C
4.1: bis(tri-t-butylphosphine)palladium(0); caesium carbonate / 1,4-dioxane; water / 50 °C / Inert atmosphere
5.1: hydrogenchloride / 1,4-dioxane; methanol / 3 h / 20 °C
6.1: caesium carbonate / dimethyl sulfoxide / 100 °C
7.1: bis(tri-t-butylphosphine)palladium(0); caesium carbonate / 1,4-dioxane; water / 50 °C / Inert atmosphere
8.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 - 20 °C
9.1: tetrahydrofuran / 50 °C / Sealed tube
With
hydrogenchloride; ammonium hydroxide; N-Bromosuccinimide; bis(tri-t-butylphosphine)palladium(0); caesium carbonate; N-ethyl-N,N-diisopropylamine; potassium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; dimethyl sulfoxide;