Multi-step reaction with 10 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.53 h
1.2: 0.75 h / 80 °C
2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.67 h / -78 °C
2.2: 14.03 h / -78 - 25 °C
3.1: trifluoroacetic acid / dichloromethane / 4 h / 25 °C
4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 25 °C
5.1: sodium hydride / tetrahydrofuran / 0.33 h / 25 °C
5.2: 16 h / 25 °C
6.1: hydrogen / 5%-palladium/activated carbon / methanol; ethyl acetate / 4 h / 25 °C
7.1: sodium methylate / methanol / 2.5 h / 25 °C
8.1: toluene / 4 h / 100 °C / sealed vial
8.2: 64 h / 25 - 100 °C / sealed vial
9.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 4 h / 25 °C
10.1: pyridine / dichloromethane / 2 h / 25 °C
With
pyridine; hydrogenchloride; oxalyl dichloride; hydrogen; sodium methylate; potassium hexamethylsilazane; sodium hydride; trifluoroacetic acid;
5%-palladium/activated carbon; N,N-dimethyl-formamide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;