Multi-step reaction with 7 steps
1.1: sec.-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere
1.2: -78 - 20 °C
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C
3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
3.2: 1.25 h / 0 - 20 °C
4.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / toluene / 16 h / 100 °C
5.1: caesium carbonate; water / tetrahydrofuran / 16 h / 20 °C
6.1: sodium hydroxide; water; methanol / 10 h / 80 °C
6.2: pH 6
7.1: N-ethyl-N,N-diisopropylamine; ammonia; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide; 1,4-dioxane / 16 h / 20 °C
With
methanol; tetrabutyl ammonium fluoride; ammonia; water; sec.-butyllithium; sodium hydride; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide;
palladium diacetate;
In
tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene;