1: 1.22 g / H2 / 10percent Pd/C / ethanol / 24 h / Ambient temperature 2: 1.) NaNO2, aq. H2SO4, 2.) SnCl2, aq. HCl / 1.) a) 0 deg C, 30 min, b) RT, 15 min, 2.) a) 0 deg C, 20 min, b) RT, 20 min View Scheme

1: 3-fluoropyridine With n-butyllithium 2: N,O-dimethylacetohydroxamic acid in tetrahydrofuran T=-78°C; 3: With hydrazine T=120°C;

hydrogenchloride; sulfuric acid; tin(ll) chloride; sodium nitrite 1.) a) 0 deg C, 30 min, b) RT, 15 min, 2.) a) 0 deg C, 20 min, b) RT, 20 min; Yield given. Multistep reaction;