triethylamine in acetonitrile 4 h; Ambient temperature;

1: 75 percent / TEA / tetrahydrofuran / Ambient temperature 2: NaOH, H2O / dioxane; methanol / 0.5 h / Ambient temperature 3: HCl, H2O, TEA / acetonitrile / 0.5 h View Scheme

1: 100 percent / CHCl3 / 1.) 3 h, ice bath, 2.) room temperature, 16 h 2: 1.) Et3N, MgSO4, 2.) NaBH4 / 1.) MeOH, room temperature, 1.5 h, 2.) MeOH, -5 deg C (1.5 h), 0 deg C (1 h) 3: 100 percent / diisopropylethylamine / dimethylformamide / 1.) 0 deg C, 30 min, 2.) room temperature, 3 h 4: 89.4 percent / H2 / Pd/C / methanol / 4 h / 3102.9 Torr / Ambient temperature 5: 79.4 percent / aq. Et3N / acetonitrile / 4 h / Ambient temperature View Scheme

1: 100 percent / diisopropylethylamine / dimethylformamide / 1.) 0 deg C, 30 min, 2.) room temperature, 3 h 2: 89.4 percent / H2 / Pd/C / methanol / 4 h / 3102.9 Torr / Ambient temperature 3: 79.4 percent / aq. Et3N / acetonitrile / 4 h / Ambient temperature View Scheme

1: 89.4 percent / H2 / Pd/C / methanol / 4 h / 3102.9 Torr / Ambient temperature 2: 79.4 percent / aq. Et3N / acetonitrile / 4 h / Ambient temperature View Scheme

1: NaOH, H2O / dioxane; methanol / 0.5 h / Ambient temperature 2: HCl, H2O, TEA / acetonitrile / 0.5 h View Scheme

hydrogenchloride; TEA; water in acetonitrile 0.5 h; Yield given;