Multi-step reaction with 11 steps
1.1: N-Bromosuccinimide / acetonitrile / 18 h / 20 °C
2.1: triethylamine; dichloro bis(acetonitrile) palladium(II); dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane / 18 h / 110 °C / Inert atmosphere
3.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 18 h / 110 °C / Inert atmosphere
4.1: hydrogenchloride; water / methanol / 60 °C
5.1: potassium hydroxide / N,N-dimethyl-formamide / 0.08 h
5.2: 0.5 h / 20 °C
6.1: toluene-4-sulfonic acid / dichloromethane / 0 - 20 °C
7.1: tetrakis(triphenylphosphine) palladium(0) / toluene / 18 h / 100 °C / Inert atmosphere
8.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / toluene / 18 h / 100 °C / Inert atmosphere
9.1: hydrogenchloride; water / methanol / 36 h / 60 °C
10.1: boron tribromide / dichloromethane / 18 h / 0 - 20 °C
11.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 50 °C
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; dichloro bis(acetonitrile) palladium(II); potassium phosphate; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); water; boron tribromide; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide;
In
1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;