1: trimethylsilyl bromide / acetonitrile / 4.5 h / 50 °C 2: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 50 °C 3: pyridine / toluene / 9 h / 20 - 40 °C 4: 5 Pd(II)/C(eggshell); ammonium formate / water / 4.23 h / 20 - 45 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3592982', constants.ctx, '0')">sodium methylate</a> <br />9&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1-methyl-pyrrolidin-2-one; ruthenium(III) chloride*(x)H₂O; potassium carbonate; triphenylphosphine / 12 h / 140 &deg;C / Inert atmosphere<br />2: methanol; sodium methylate / 9 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1.1: sodium carbonate / toluene / 0.33 h / 3 - 20 &deg;C<br />2.1: phosphorus pentachloride / dichloromethane / 2.18 h / -15 - 21 &deg;C<br />2.2: 4 h / 20 &deg;C<br />3.1: 1-methyl-pyrrolidin-2-one; ruthenium(III) chloride*(x)H₂O; potassium carbonate; triphenylphosphine / 12 h / 140 &deg;C / Inert atmosphere<br />4.1: methanol; sodium methylate / 9 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: phosphorus pentachloride / dichloromethane / 2.18 h / -15 - 21 &deg;C<br />1.2: 4 h / 20 &deg;C<br />2.1: 1-methyl-pyrrolidin-2-one; ruthenium(III) chloride*(x)H₂O; potassium carbonate; triphenylphosphine / 12 h / 140 &deg;C / Inert atmosphere<br />3.1: methanol; sodium methylate / 9 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: potassium carbonate; triphenylphosphine / 1-methyl-pyrrolidin-2-one / 6 h / 140 &deg;C / Inert atmosphere<br />2: sodium methylate / methanol / 9 h / Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 15 - 30 &deg;C<br />2: potassium carbonate; triphenylphosphine / 1-methyl-pyrrolidin-2-one / 6 h / 140 &deg;C / Inert atmosphere<br />3: sodium methylate / methanol / 9 h / Inert atmosphere<br /> <br /> &nbsp;