Multi-step reaction with 9 steps
1.1: triethylamine; copper(l) iodide / trans-bis(triphenylphosphine)palladium dichloride / 2 h / 90 °C / Inert atmosphere
2.1: caesium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 90 °C
2.2: 1 h
3.1: N-Bromosuccinimide / 1,2-dichloro-ethane / 20 °C / flask was wrapped in aluminum foil
4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 60 °C
5.1: toluene / 1 h / 80 °C
6.1: 1,3-bis-(diphenylphosphino)propane / palladium diacetate / dimethyl sulfoxide / 80 °C / 15514.9 Torr / Parr bomb
7.1: sodium hydroxide / tetrahydrofuran; methanol / 4 h / 60 °C
8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C
9.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / 20 °C
9.2: 1 h / 20 °C
With
N-Bromosuccinimide; copper(l) iodide; 1,3-bis-(diphenylphosphino)propane; water; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0); trans-bis(triphenylphosphine)palladium dichloride; palladium diacetate;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;