Premium
Reactions of ethyl 4‐chloro‐5‐pyrimidinecarboxylates with 2‐aminopyridine. Synthesis of 5 H ‐pyrido[1,2‐ A ]pyrimido[5,4‐ e ]pyrimidin‐5‐ones and 5 H ‐pyrido[1,2‐ a ]pyrimido[4,5‐ d ]pyrimidin‐5‐ones and rearrangement of the former to the latter
Author(s) -
Kim Dong Han
Publication year - 1985
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.5570220142
Subject(s) - chemistry , 2 aminopyridine , ethanol , medicinal chemistry , organic chemistry
5 H ‐Pyrido[1,2‐ a ]pyrimido[5,4‐ e ]pyrimidin‐5‐ones IVa,b and 5 H ‐pyrido[1,2‐ a ]pyrimido[4,5‐ d ]pyrimidin‐5‐ones Va,b were synthesized from ethyl 4‐chloro‐5‐pyrimidinecarboxylate and 2‐aminopyridine. The former compounds were obtained directly upon heating the reactants in ethanol, and the latter were prepared by the fusion of ethyl 4‐(2‐pyridylamino)‐5‐pyrimidinecarboxylates obtained as minor products from the above reaction. The angular fused cyclic compounds, IVa,b were rearranged to the linear tricycles, Vb‐f upon heating with amines.