Multi-step reaction with 9 steps
1: sodium cyanoborohydride; acetic acid / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
2: N-Bromosuccinimide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
3: hydrogenchloride / water; acetone / 16 h / 20 °C / Inert atmosphere
4: sodium cyanoborohydride; acetic acid / methanol / 0 - 20 °C / Inert atmosphere
5: triethylamine / 1,4-dioxane / 20 °C / Inert atmosphere
6: tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; lithium hexamethyldisilazane / tetrahydrofuran; hexane / 3 h / 20 - 100 °C / Sealed tube; Inert atmosphere
7: tetrabutyl ammonium fluoride / tetrahydrofuran; hexane / 20 °C / Sealed tube; Inert atmosphere
8: ethanol / 20 °C / Inert atmosphere
9: hydrogenchloride / methanol; water / 20 °C / Reflux; Inert atmosphere
With
hydrogenchloride; tris-(dibenzylideneacetone)dipalladium(0); N-Bromosuccinimide; tri-tert-butyl phosphine; tetrabutyl ammonium fluoride; sodium cyanoborohydride; acetic acid; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
6: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.ejmech.2012.07.006