hydrogen; palladium on activated charcoal in ethyl acetate T=20°C; 2 h;

1: 1.) NaH / 1.) DMF, 0 deg C, 10 min, 2.) DMF, from 0 deg C to RT, overnight 2: 1.49 g / 4 N HCl / dioxane / 2 h / Ambient temperature 3: tetrahydrofuran / 3 h / Ambient temperature 4: NH3 / methanol; tetrahydrofuran / 6 h / Ambient temperature 5: H2 / 10percent Pd/C / ethyl acetate / 1 h View Scheme

1: 1.49 g / 4 N HCl / dioxane / 2 h / Ambient temperature 2: tetrahydrofuran / 3 h / Ambient temperature 3: NH3 / methanol; tetrahydrofuran / 6 h / Ambient temperature 4: H2 / 10percent Pd/C / ethyl acetate / 1 h View Scheme

1: tetrahydrofuran / 3 h / Ambient temperature 2: NH3 / methanol; tetrahydrofuran / 6 h / Ambient temperature 3: H2 / 10percent Pd/C / ethyl acetate / 1 h View Scheme

1: NH3 / methanol; tetrahydrofuran / 6 h / Ambient temperature 2: H2 / 10percent Pd/C / ethyl acetate / 1 h View Scheme