Saturated heterocycles, Part 172 . Synthesis of 2,6‐disubstituted‐5,6,7,8‐tetrahydropyrido[4,3‐ d ]pyrimidine derivatives | Zendy

Lázár János | Zendy; Bernáth Gábor | Zendy

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Saturated heterocycles, Part 172 . Synthesis of 2,6‐disubstituted‐5,6,7,8‐tetrahydropyrido[4,3‐ d ]pyrimidine derivatives

Author(s) -

Lázár János,

Bernáth Gábor

Publication year - 1990

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570270708

Subject(s) - chemistry , benzylamine , hydrogenolysis , yield (engineering) , pyrimidine , alkylation , medicinal chemistry , condensation , nitrogen atom , stereochemistry , organic chemistry , group (periodic table) , catalysis , materials science , physics , metallurgy , thermodynamics

The title compounds were synthesized via the addition of methyl acrylate to benzylamine or to α‐aminopyridine, which gave the corresponding diesters, e.g . 12 , followed by Dieckmann condensation of the latter to yield the keto‐esters 13 , which were condensed with amidines and guanidines, 3, 14 . Removal of the benzyl group by hydrogenolysis and subsequent alkylation of the nitrogen atom at position 6 in the resulting compound 5 , with variation of the substituents on C‐2, gave a number of products with potential biological action; some of them gave analgesic and anti‐inflammatory effects.

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