1.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / |Inert atmosphere; |Cooling with ice 1.2: |Inert atmosphere 2.1: sodium hydride / 6.5 h / 20 °C / |Inert atmosphere 3.1: potassium tert-butylate / diethyl ether / 2 h / 40 - 45 °C / |Inert atmosphere 4.1: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / water; dichloromethane / 20 °C 5.1: tetrakis(triphenylphosphine) palladium(0); morpholine / tetrahydrofuran / 20 °C 6.1: potassium carbonate; silver(I) acetate / 0.33 h / 90 - 100 °C 7.1: sodium methylate / methanol / 20 °C View Scheme

1.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 0.75 h / |Cooling with ice 1.2: 5 h / 20 °C 2.1: sodium hydride / paraffin oil / 6.5 h / 20 °C 3.1: potassium tert-butylate / diethyl ether / 2 h / 40 - 45 °C / |Inert atmosphere 4.1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate / water; dichloromethane / 5 h / 20 °C 5.1: morpholine; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 18 h / 20 °C / |Inert atmosphere; |Darkness 5.2: 0.3 h / 90 - 100 °C / |Inert atmosphere; |Darkness 6.1: sodium methylate; methanol / 1 h / 20 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '103233', constants.ctx, '0')">pyridine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '741857', constants.ctx, '0')">acetonitrile</a> <br />T=50&deg;C;&nbsp;3&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: dichloromethane / 16.5 h / 0 - 20 &deg;C<br />2: magnesium sulphate heptahydrate; potassium permanganate / water / 3 h / |Reflux<br />3: sodium hydroxide / water / 5 h / |Reflux<br />4: pyridine / dichloromethane; acetonitrile / 3 h / 50 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: magnesium sulphate heptahydrate; potassium permanganate / water / 3 h / |Reflux<br />2: sodium hydroxide / water / 5 h / |Reflux<br />3: pyridine / dichloromethane; acetonitrile / 3 h / 50 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: sodium hydroxide / water / 5 h / |Reflux<br />2: pyridine / dichloromethane; acetonitrile / 3 h / 50 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: dichloromethane / 20.5 h / 0 - 20 &deg;C<br />2: bromine; acetic acid / 4 h / 0 - 20 &deg;C<br />3: magnesium sulphate heptahydrate; potassium permanganate / water / 3 h / |Reflux<br />4: sodium hydroxide / water / 5 h / |Reflux<br />5: pyridine / dichloromethane; acetonitrile / 3 h / 50 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: bromine; acetic acid / 4 h / 0 - 20 &deg;C<br />2: magnesium sulphate heptahydrate; potassium permanganate / water / 3 h / |Reflux<br />3: sodium hydroxide / water / 5 h / |Reflux<br />4: pyridine / dichloromethane; acetonitrile / 3 h / 50 &deg;C<br /> <br /> &nbsp;