A Facile Synthesis of Functionalized 1,2,6,7-Tetrahydroimidazo[1,5-c]pyrimidine-3,5-diones

Abstract

A Pd-mediated hydrogenation of ethyl 6-azidomethyl-1,2,3,4-tetrahydro-4-R-2-oxo-5-pyrimidinecarboxylates leads to the corresponding ethyl 6-aminomethyl1,2,3,4-tetrahydro-4-R-2-oxo-5-pyrimidinecarboxylates. The latter react with bis(trichloromethyl)carbonate, yielding the title ethyl 1,2,3,5,6,7-hexahydro-7-R-3,5-dioxoimidazo[1,5-c]pyrimidine-8-carboxylates.

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GRAPHICAL ABSTRACT

Keywords:

• Bis(trichloromethyl)carbonate
• ethyl 6-aminomethyl-2-oxo-5-pyrimidinecarboxylates
• ethyl 6-azidomethyl-2-oxo-5-pyrimidinecarboxylates
• ethyl 3,5-dioxoimidazo[1,5-c]pyrimidine-8-carboxylates