Multi-step reaction with 12 steps
1.1: ammonium acetate / methanol / 72 h / 10 - 35 °C
2.1: sodium ethanolate / ethanol / 15 h / 150 °C
3.1: trichlorophosphate / 0.5 h / 80 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 10 - 35 °C
5.1: triethylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dimethoxyethane / 24 h / Reflux
5.2: 24 h / Reflux
6.1: pyridine / 3 h / 60 °C
7.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium(0) / toluene / 18 h / 100 °C / Inert atmosphere
8.1: hydrogenchloride / tetrahydrofuran / 1 h / 10 - 35 °C
9.1: pyridine / 1 h / 10 - 35 °C
10.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 10 - 35 °C
11.1: hydrogen / 5%-palladium/activated carbon / ethyl acetate; methanol / 19 h / 10 - 35 °C
12.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 48 h / 10 - 35 °C
With
pyridine; hydrogenchloride; ammonium acetate; hydrogen; sodium ethanolate; potassium carbonate; benzotriazol-1-ol; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichlorophosphate;
tris-(dibenzylideneacetone)dipalladium(0); 5%-palladium/activated carbon;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene;