Potassium Cyanide → Methyl 6-[(5-cyano-2-pyridinyl)oxy]-9H-pyrido[3,4-b]indole-3-carboxylate

Participants

Reaction Steps

A suspension of 1.7 g of amino derivative (Example 24) in 10 ml of water and 2.5 ml of hydrochloric acid (37%) is combined dropwise at -5° C. with a solution of 0.4 g of NaNO2 in 1.5 ml of water, then stirred for another hour at 0°-5° C. By adding sodium carbonate, the solution is then adjusted to pH 5.5-6 and poured into a mixture, preheated to about 60° C., of 0.5 g of copper (I) cyanide and 1.6 g of potassium cyanide in 10 ml of water. After the reaction is completed, the cooled-off solution is extracted with dichloromethane, the organic phase is washed with water and concentrated. The residue is purified over silica gel, thus obtaining 1.12 g (65%).

Provenance & Evidence