ChemInform Abstract: Synthesis of 2,6-Disubstituted 4-Hydroxy-5,6,7,8-tetrahydropyrido-(4,3-d)pyrimidines.
Abstract
Cyclocondensation of the piperidonecarboxylate (I) with various amidines such as (II) leads to the formation of the fused pyrimidines (III) which are debenzylated by the chloroformates (IV) to give the esters (V).
ChemInform Abstract
Cyclocondensation of the piperidonecarboxylate (I) with various amidines such as (II) leads to the formation of the fused pyrimidines (III) which are debenzylated by the chloroformates (IV) to give the esters (V). The catalytic debenzylation of (III) with H2-Pd/C fails. The esters (V) are transformed into the tetrahydropyridopyrimidines (VI) by treatment with concentrated hydrochloric acid. Subsequent alkylation with the chlorides (VII) yields the N-substituted derivatives (VIII).