1: pyridin-4-yl-carbamic acid tert-butyl ester With tert.-butyl lithium in tetrahydrofuran; pentane T=-78 - -15°C; Metallation; lithiation; 3.5 h; 2: 2-bromo-1-ethanol With n-butyllithium in tetrahydrofuran; hexane; pentane T=-78 - 20°C; Alkylation; 2 h;

tert.-butyl lithium in tetrahydrofuran -78 deg C to -15 deg C, 3 h, -78 deg C to RT, 2 h;

1.1: 38.6 g / CH2Cl2; H2O / 0.42 h / 20 °C 2.1: t-butyllithium / tetrahydrofuran; pentane / 3.5 h / -78 - -15 °C 2.2: 75 percent / tetrahydrofuran; pentane / 2 h / -78 - 20 °C View Scheme

1.1: 38.6 g / CH2Cl2; H2O / 0.42 h / 20 °C 2.1: t-butyllithium / tetrahydrofuran; pentane / 3.5 h / -78 - -15 °C 2.2: 75 percent / tetrahydrofuran; pentane / 2 h / -78 - 20 °C View Scheme