3The laboratory synthesis of ethyl nalidixate is a linear 3 step process using 2-aminopicoline as the starting material. This reacts with diethyl ethoxymethylenemalonate to give an enamine via an addition/elimination mechanism. The product then undergoes a Jacobs-Gould cyclisation at high temperature to produce a hydroxypyridine. N-alkylation then affords ethyl nalidixate. Give the mechanisms of formation for the reactions.
