Multi-step reaction with 15 steps
1.1: bromine; acetic acid / 12 h / 20 °C
2.1: trichlorophosphate / N,N-dimethyl-formamide / 2 h / 120 °C
3.1: potassium carbonate / 2 h / Reflux
4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate / N,N-dimethyl-formamide / 90 °C / 22502.3 Torr / Inert atmosphere
5.1: methanol; sodium hydroxide / 1 h / 60 °C
6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.17 h
6.2: 20 °C
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C
8.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C
8.2: 1 h / -78 °C
9.1: manganese(IV) oxide / dichloromethane / 50 °C
10.1: hydrogenchloride / methanol; water / 0 - 20 °C
11.1: thionyl chloride / 5 h / Reflux
12.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 6 h / 90 °C
13.1: hydrogenchloride; acetic acid / water / 4 h / 110 °C
14.1: triethylamine / tetrahydrofuran / 1 h / 20 °C
15.1: triethylamine / dichloromethane / 1 h / 20 °C
With
hydrogenchloride; methanol; manganese(IV) oxide; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; bromine; sodium acetate; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;