Multi-step reaction with 10 steps
1.1: dmap / toluene / 20 °C
2.1: lithium triethylborohydride / toluene; tetrahydrofuran / 0.5 h / -50 - -45 °C
2.2: 2.5 h / 20 °C
3.1: diethylzinc / toluene; hexane / 16 h / -30 - -15 °C
4.1: sodium hydroxide; ethanol / 5.5 h / 0 - 20 °C
5.1: diborane / tetrahydrofuran / 2 h / 0 - 20 °C
6.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 3 h / 0 - 20 °C
7.1: hydrazine hydrate / ethanol / 16 h / 20 °C
8.1: potassium carbonate / N,N-dimethyl-formamide / 120 °C
9.1: trifluoroacetic acid / dichloromethane / 20 °C
10.1: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / 1,4-dioxane / 0.5 h / 25 °C
10.2: 60 °C
With
4-methyl-morpholine; dmap; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; hydrazine hydrate; ethanol; diethylzinc; lithium triethylborohydride; potassium carbonate; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; diborane; diethylazodicarboxylate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;