The 4-hydroxyquinoline (III) was synthesized via Gould-Jacobs reaction from 4-iodoaniline (I) and diethyl ethoxymethylenemalonate (II). Displacement of the ethyl ester group with 4-chlorobenzylamine (IV) at 180 C furnished the chlorobenzyl amide (V). Subsequent palladium-catalyzed carbonylation of iodide (V) provided the methyl carboxylate (VI), which was further reduced to alcohol (VII) using LiAlH4. Methylation of the hydroxyquinoline (VII) with iodomethane gave rise to the N-methyl quinolone (VIII). After conversion of the alcohol function of (VIII) to the corresponding mesylate (IX), displacement with morpholine (X) yielded the target morpholinomethyl quinolone.