Quinoline (IV) was prepared by condensation of 3,5-dimethoxyaniline (I), pyruvic acid (II) and o-tolualdehyde (III) in refluxing EtOH. After activation of (IV) as the acid chloride (V) by means of SOCl2 in benzene, its condensation with guanidine (VI) in DMF yielded the corresponding acyl guanidine.
Quinoline (IV) was prepared by condensation of 2-(2-methoxyethyl)aniline (I), pyruvic acid (II) and benzaldehyde (III) in refluxing EtOH. After activation of (IV) as the imidazolide (V) by means of 1,1'-carbonyldiimidazole in DMF, its condensation with guanidine (VI) in the same solvent yielded the corresponding acyl guanidine.