Multi-step reaction with 13 steps
1.1: 1H-imidazole / dichloromethane / 2 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran / 0.83 h / -78 °C
3.1: tetrahydrofuran / 0.33 h / -78 - 20 °C
4.1: hydrogenchloride; water / tetrahydrofuran / Acidic conditions
5.1: water; sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene / 2 h / 100 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C
7.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 160 °C / microwave irradiation
8.1: hydrogenchloride; tin(ll) chloride / ethanol / 2 h / Heating / reflux
9.1: sodium methylate / methanol / 1.5 h / Heating / reflux
9.2: 1.5 h / 0 °C / Heating / reflux
10.1: 1H-imidazole / dichloromethane / 4 h / 20 °C
11.1: tetrahydrofuran / Heating / reflux
12.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C
13.1: triethylamine / dichloromethane / 20 °C
With
1H-imidazole; hydrogenchloride; n-butyllithium; tetrabutyl ammonium fluoride; water; sodium methylate; sodium carbonate; potassium carbonate; triethylamine; tin(ll) chloride;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;