Multi-step reaction with 7 steps
1.1: hydrogenchloride; sodium nitrite / water / 0.25 h / 0 °C
1.2: 2 h / 0 - 80 °C
1.3: pH 8
2.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C
3.1: N-ethyl-N,N-diisopropylamine / 1,2-dimethoxyethane / 16 h / Reflux
4.1: sodium t-butanolate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 16.08 h / 110 °C / Inert atmosphere
5.1: hydrogenchloride; sodium hydroxide / water; methanol / 20 °C / pH 5
6.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C
7.1: ethylenediamine; tetrabutyl ammonium fluoride / tetrahydrofuran / 80 °C / Inert atmosphere; Sealed tube
With
hydrogenchloride; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydride; ethylenediamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; sodium t-butanolate; sodium nitrite;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; toluene;
4.1: Buchwald-Hartwig coupling;