lithium aluminium tetrahydride in tetrahydrofuran 2 h; Heating;

sodium cyanoborohydride in hydrogenchloride; ethanol T=20°C; pH=6; 96 h;

1: 99 percent / dimethylaminopyridine; trimethylamine / CH2Cl2 / 1 h / 0 °C / under nitrogen 2: 99 percent / HCl / methanol / 50 h / 20 °C 3: 45 percent / NaBH3CN / ethanol; HCl / 96 h / 20 °C / pH 6 View Scheme

1: 99 percent / dimethylaminopyridine; trimethylamine / CH2Cl2 / 1 h / 0 °C / under nitrogen 2: 99 percent / HCl / methanol / 50 h / 20 °C 3: 45 percent / NaBH3CN / ethanol; HCl / 96 h / 20 °C / pH 6 View Scheme

1: 99 percent / HCl / methanol / 50 h / 20 °C 2: 45 percent / NaBH3CN / ethanol; HCl / 96 h / 20 °C / pH 6 View Scheme