Multi-step reaction with 12 steps
1.1: ammonium chloride; zinc / tetrahydrofuran; water / 16 h
2.1: ammonia / water; isopropyl alcohol / 16 h / 75 °C
3.1: sodium carbonate / 1,4-dioxane; water / 0.92 - 1 h / 0 °C
4.1: pyridine / 19.5 h / 14 - 24 °C
5.1: dihydrogen peroxide / methanol; water; acetonitrile / 192 h
6.1: hydrogen / palladium 10% on activated carbon / ethanol / 4.5 h
7.1: sodium carbonate / 1,4-dioxane; water / 2.27 h
8.1: lithium triethylborohydride / tetrahydrofuran / 2 h / 40 °C
9.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C
10.1: N,N-dimethyl-formamide / 5.25 h
10.2: 0.27 h
11.1: hydrogenchloride / 1,4-dioxane / 2.08 h
12.1: 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.28 h / Sonication
12.2: 3.33 h
With
4-methyl-morpholine; pyridine; hydrogenchloride; ammonia; hydrogen; dihydrogen peroxide; lithium triethylborohydride; sodium carbonate; ammonium chloride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; zinc;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;