hydrogenchloride in N,N-dimethyl-formamide T=0°C; 3 h;

1: 2.) 7.6N HCl/dioxane / 1.) THF, 4 deg C, overnight, 2.) THF, 0 deg C, 3 h 2: 7.6N HCl/dioxane / dimethylformamide / 3 h / 0 °C View Scheme

1: 1.) N-methylmorpholine, 2.) EDCl, HOBt 2: 4 N HCl / dioxane 3: 1.) N-methylmorpholine, 2.) EDCl, HOBt 4: 4 N HCl / dioxane 5: 1.) N-methylmorpholine, 2.) EDCl, HOBt 6: 4 N HCl / dioxane 7: N-methylmorpholine 8: NaI, NaHCO3 / dimethylformamide 9: NaBH4 / methanol 10: H2 / Pd(OH)2/C / acetic acid View Scheme