1: 1-methyl-1H-indol-3-carboxaldehyde With n-butyllithium; di-(2-methoxyethyl)amine in tetrahydrofuran; hexane T=-20°C; 0.75 h; Inert atmosphere; 2: With n-butyllithium in tetrahydrofuran; hexane T=-20°C; 2.5 h; Inert atmosphere; 3: N,N-dimethyl-formamide Further stages;

hydrazine in methanol 0.166667 h;

1: 91 percent / methanol / 1 h / Ambient temperature 2: 98 percent / 0.1N-HCl / 40 °C 3: 92 percent / NH2NH2 / methanol / 0.17 h View Scheme

1: 98 percent / 0.1N-HCl / 40 °C 2: 92 percent / NH2NH2 / methanol / 0.17 h View Scheme