Multi-step reaction with 8 steps
1.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 2 h / 110 °C
2.1: ethanol / 1 h / 160 °C / microwave irradiation
2.2: 20 °C
3.1: potassium carbonate; silver(II) oxide / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dichloromethane / 72 h / 20 °C
4.1: hydrogen / palladium 10% on activated carbon / ethanol / 40 °C / 30003 Torr / H-Cube
5.1: boron tribromide / dichloromethane / 2 h / 0 - 20 °C
5.2: Cooling with ice
6.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 18 h / 90 °C
6.2: 20 °C / pH 2 - 4
7.1: triethylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 18 h / 20 °C
8.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
8.2: 12 h / 0 - 20 °C
With
silver(II) oxide; lithium hydroxide monohydrate; water; hydrogen; boron tribromide; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trichlorophosphate;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; palladium 10% on activated carbon;
In
1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;