Saturated heterocycles. 57. Synthesis of 4‐substituted‐9,10‐dialkoxy‐1,6,7,11b‐tetrahydro‐2H‐pyrimido[6,1‐a]isoquinolin‐2‐ones

Jenö Kóbor, Ferenc Fülöp, M. Sami El‐Gharib, Gábor Bernáth

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A large number of 4‐substituted‐9,10‐dialkoxy‐1,6,7,11b‐tetrahydropyrimido[6,1‐a]isoquinolin‐2‐ones were prepared by the reaction of 1‐(ethoxycarbonylmethyl)‐6,7‐dialkoxy‐1,2,3,4‐tetrahydroisoquinolines with iminoethers. Reaction of the corresponding isoquinoline‐1‐acetic acid derivatives with iminoethers led to the formation of N‐acyl‐1,2,3,4‐tetrahydroisoquinolin‐1‐acetamides. In the hydrolysis of the prepared 4‐substituted‐pyrimido[6,1‐a]isoquinolin‐2‐ones, the corresponding N‐acyl‐1,2,3,4‐tetrahydroisoquinolin‐1‐acetamides were obtained. While reduction of the 4‐phenyl derivative resulted in the corresponding 1,3,4,6,7,11b‐hexahydropyrimidinone. The steric structures of the tetrahydro‐ and hexahydropyrimido[6,1‐a]isoquinolines were determined by nmr spectroscopy.

Original languageEnglish
Pages (from-to)149-153
Number of pages5
JournalJournal of Heterocyclic Chemistry
Issue number1
Publication statusPublished - Jan 1 1984


ASJC Scopus subject areas

  • Organic Chemistry

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