Multi-step reaction with 10 steps
1: 42 percent / triethylamine (TEA), N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) / tetrahydrofuran; ethanol / 72 h
2: 71 percent / 4 N HCl / dioxane
3: triethylamine (TEA) / CHCl3
4: 72 percent / H2 / 10percent Pd/C / methanol; acetic acid / 4 h
5: 75 percent / diphenylphosphorylazide (DPPA), triethylamine (TEA) / dimethylformamide / 72 h / 4 °C
6: 80 percent / 2 N HCl / dioxane
7: 71 percent / amyl nitrite, 2 N HCl / dimethylformamide; dioxane
8: 57.5 percent / 4 N HCl / dioxane
9: triethylamine (TEA) / CHCl3
10: 54 percent / H2 / 10percent Pd/C / acetic acid; methanol / 2 h
With
hydrogenchloride; n-Amyl nitrite; diphenylphosphoranyl azide; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; acetic acid; N,N-dimethyl-formamide;