Multi-step reaction with 9 steps
1.1: sodium hydroxide / methanol / 60 °C
2.1: oxalyl dichloride / dichloromethane / 3 h / 20 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C
4.1: sodium hydroxide; ammonium chloride; ammonium hydroxide; sodium hypochlorite / diethyl ether; tert-butyl methyl ether / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0 - 20 °C
6.1: triethylamine; triphenylphosphine; bromine / dichloromethane / 2 h / 60 °C
6.2: 32 h / 100 °C
7.1: trifluoroacetic acid / dichloromethane / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; cesium fluoride / tert-butyl alcohol / 40 h / 140 °C / Sealed tube
9.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate / water; 1,4-dioxane / 18 h / 80 °C / Inert atmosphere
With
ammonium hydroxide; sodium hypochlorite; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; oxalyl dichloride; bromine; ammonium chloride; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; cesium fluoride; trifluoroacetic acid; sodium hydroxide;
In
1,4-dioxane; methanol; diethyl ether; dichloromethane; tert-butyl methyl ether; water; ethyl acetate; tert-butyl alcohol;