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Condensation of bifunctional 1-aminoisoindole with bis-electrophilic methyl 4-chloro-3-oxobutanoate undergoes regioselectively to afford 2-(chloromethyl)-2-hydroxy-2,6-dihydro­pyrimido[2,1- a ]isoindol-4(3 H )-one. The structure of the reaction product was unambiguously established by HMQC and HMBC heteronuclear correlations. The functionalization of the synthesized compound by reactions with a series of aliphatic amines was carried out.

Reaction of 1-aminoisoindole with methyl 4-chloro-3-oxobutanoate