1: NEt3 / CH2Cl2 / Ambient temperature 2: 70 percent / HCl 3: 93 percent / pyridine / CH2Cl2 / 0.17 h / 0 °C 4: 92 percent / H2 / 10percent Pd/C / ethyl acetate / Ambient temperature 5: 85 percent / 1.) 6 M HCl, 2.) ion exchange resin (H+) / 1.) 4 h, 100 deg C View Scheme

1: Et3N / CH2Cl2 / Ambient temperature 2: 70 percent / HCl gas / 1) rt, overnight, 2) 60 deg C, 3 h 3: 93 percent / pyridine / CH2Cl2 / 0.17 h / 0 °C 4: 92 percent / H2 / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature 5: 6 M HCl / 4.5 h / 100 °C View Scheme