1: With oxalyl dichloride; N,N-dimethyl-formamide in dichloromethane T=20°C; 1.5 h; 2: With ammonia in dichloromethane T=0°C; 2 h;

in (2S)-N-methyl-1-phenylpropan-2-amine hydrate; sulfuric acid

ammonia in tetrahydrofuran T=-40 - 20°C;

1: lithium hexamethyldisilazane / tetrahydrofuran / 4.5 h / -13 - -5 °C 2: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 19 h / 20 °C 3: ammonia / tetrahydrofuran / -40 - 20 °C View Scheme

1.1: 1,2-dichloro-ethane / 4 h / Heating 1.2: 93 percent / dioxane / 4 h / 0 - 20 °C 2.1: 88 percent / potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / 1.5 h / Heating 3.1: 80 percent / sodium hydride; (2,4-dinitro-phenyl)-hydroxylamine / tetrahydrofuran / 1.5 h / Heating View Scheme

1.1: 1,2-dichloro-ethane / 4 h / Heating 1.2: 93 percent / dioxane / 4 h / 0 - 20 °C 2.1: 88 percent / potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / 1.5 h / Heating View Scheme