Multi-step reaction with 8 steps
1.1: 72 h / 100 °C / Sealed tube; Inert atmosphere
2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; tetrahydrofuran / 16 h / 75 °C / Inert atmosphere
3.1: hydrogenchloride / water / 24 h / 80 °C
4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonia / 1,4-dioxane; N,N-dimethyl-formamide / 2.25 h / 0 °C / Inert atmosphere
4.2: 17 h / 20 - 70 °C / Inert atmosphere
5.1: hydroxylamine hydrochloride; potassium tert-butylate / methanol / 15 h / 60 °C / Inert atmosphere
6.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 20 °C / Inert atmosphere
6.2: 80 - 100 °C / Inert atmosphere
7.1: sodium hydroxide / water; isopropyl alcohol / 20 °C
8.1: ammonia / methanol / 60 °C / Sealed tube; Inert atmosphere
With
hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydroxylamine hydrochloride; potassium tert-butylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonia; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm4014696