1: 81 percent / PdCl2(PhCN)2, CuI, piperidine / tetrahydrofuran / 18 h / Ambient temperature 2: 95 percent / H2, quinoline / Linlar catralyst / methanol; CH2Cl2 / 0.67 h 3: 91 g / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, DMAP, TEMPO / CH2Cl2 / 3.5 h / Ambient temperature 5: 72 percent / H2 / RaNi / methanol / 2.5 h 6: 99 percent / TFA / CH2Cl2 / 1 h / Ambient temperature 7: 78 percent / NaBH3CN / acetonitrile; H2O / 1 h / Ambient temperature View Scheme