Multi-step reaction with 9 steps
1.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran; toluene / 4 h / 80 °C
2.1: piperidine / toluene / 3 h / Heating / reflux
3.1: sodium tetrahydroborate; cobalt(II) chloride / tetrahydrofuran; methanol / 2 h / 20 °C
4.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h / 20 °C
5.1: methanol; sodium hydroxide; water / tetrahydrofuran / 18 h / 20 °C
5.2: pH ~ 1
6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 18 h / 20 °C
7.1: Oxone / tetrahydrofuran; methanol; water / 2 h / 2 °C
8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 20 °C
9.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 20 °C
With
piperidine; hydrogenchloride; methanol; dmap; Oxone; sodium hydroxide; sodium tetrahydroborate; tributylphosphine; water; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; HATU; cobalt(II) chloride; 1,1'-azodicarbonyl-dipiperidine;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;