1: 80 percent / ZnCl2 / 5 h / 20 °C 2: 75 percent / NaBH3CN; TiCl4 / acetonitrile / 15 h / 0 °C 3: 61 percent / NaN(SiMe3)2 / tetrahydrofuran / 3 h / 20 °C 4: 100 percent / H2 / Pd/C / methanol / 15 h / 20 °C View Scheme

1.1: 80 percent / ZnCl2 / 5 h / 20 °C 2.1: 75 percent / NaBH3CN; TiCl4 / acetonitrile / 15 h / 0 °C 3.1: 61 percent / NaN(SiMe3)2 / tetrahydrofuran / 3 h / 20 °C 4.1: 100 percent / H2 / Pd/C / methanol / 15 h / 20 °C 5.1: 84 percent / NaN3; NBS / 1,2-dimethoxy-ethane; H2O / 27 h / 20 °C 6.1: (NH4)2SO4 / 24 h / Heating 6.2: PdCl2; PPh3 / tetrahydrofuran; hexane / 67 h / Heating 6.3: 57 percent / aq. NH4Cl / methanol / 5 h / Heating View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '742035', constants.ctx, '0')">trifluoroacetic acid</a> <br />T=20&deg;C;&nbsp;0.166667&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 69 percent / pyridine / 3 h / 110 &deg;C<br />2: 94 percent / aq. TFA / 0.17 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 69 percent / pyridine / 3 h / 110 &deg;C<br />2: 94 percent / aq. TFA / 0.17 h / 20 &deg;C<br /> <br /> &nbsp;