Multi-step reaction with 11 steps
1.1: 3 h / 110 °C
2.1: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C
2.2: -78 - 20 °C
3.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 90 °C
4.1: hydrogenchloride / water; tetrahydrofuran / 0.03 h
5.1: N-iodo-succinimide / acetonitrile / 0.83 h / 0 °C
6.1: tris-(dibenzylideneacetone)dipalladium(0) / ISOPROPYLAMIDE / 6 h / 60 °C / Inert atmosphere
7.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C
8.1: sodium hydroxide; water / ethanol / 3 h / 60 °C
9.1: dmap; 4-methyl-morpholine; HATU / acetonitrile / 5.75 h / 20 - 50 °C
10.1: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C
11.1: acetone / 3 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; dmap; N-iodo-succinimide; water; sodium hexamethyldisilazane; caesium carbonate; HATU; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium hydroxide;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ISOPROPYLAMIDE; water; N,N-dimethyl-formamide; acetone; acetonitrile;