Multi-step reaction with 9 steps
1.1: diethylamine / N,N-dimethyl-formamide / 1 h / 20 °C
2.1: acetic anhydride / di-isopropyl ether / 24 h / 0 - 130 °C
3.1: trichlorophosphate / 1 h / 20 °C / Reflux
3.2: 20 - 75 °C / pH > 9
4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 160 °C
5.1: N-Bromosuccinimide / tetrachloromethane / 1 h / Reflux
6.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 7 h / 90 °C / Inert atmosphere
7.1: potassium carbonate / bis-triphenylphosphine-palladium(II) chloride / dimethyl sulfoxide; methanol / 3 h / 80 °C / Inert atmosphere
8.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 4 h / 20 °C / Inert atmosphere
9.1: hydrogen / palladium 10% on activated carbon / ethanol / 4.5 h / 20 °C / 760.05 Torr / Inert atmosphere
With
N-Bromosuccinimide; hydrogen; potassium acetate; acetic anhydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate;
bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon;
In
methanol; tetrachloromethane; ethanol; dichloromethane; di-isopropyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide;