1: 1.) SOCl2, 2.) aq. NH3 / 1.) methanol, RT, 2 h, 2.) methanol 2: 92 percent / LiAlH4 / tetrahydrofuran / 1.5 h / Heating 3: 68 percent / H2, aq. HCl / 10percent Pd/C / tetrahydrofuran / 760 Torr 4: 83 percent / acetonitrile / 0.5 h / Ambient temperature View Scheme

1: 1.) SOCl2, 2.) aq. NH3 / 1.) methanol, RT, 2 h, 2.) methanol 2: 92 percent / LiAlH4 / tetrahydrofuran / 1.5 h / Heating View Scheme