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Pyrido[2,3-d]pyrimidines Reactions of hydroxypyrido[2,3-d]pyrimidines with thionyl chloride in the presence of DMF

✍ Scribed by O. A. Burova; N. M. Smirnova; T. S. Safonova

Publisher
Springer US
Year
1992
Tongue
English
Weight
263 KB
Volume
28
Category
Article
ISSN
0009-3122

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## Abstract magnified image The cyclocondensation of 5‐hydroxy‐pyrido[2,3‐__d__]pyrimidines **1** with malonates gives pyrano[2′,3′:4,5]‐pyrido[2,3‐__d__]pyrimidines **2**. Nitration of **1** and reduction with zinc in the presence of carboxylic acids/anhydrides gave 2‐alkyloxazolo[5′,4′:4,5]pyrid

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Conformationally restricted analogues of the antibacterial agent trimethoprim (TMP) were designed to mimic the conformation of drug observed in its complex with bacterial dihydrofolate reductase (DHFR). This conformation of TMP was achieved by linking the 4-amino function to the methylene group by o

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## Abstract The novel 7‐hydrazino‐1,3‐dimethylpyrido[2,3‐__d__]pyrimidine‐2,4(1__H__,3__H__)‐dione (**2**) gives the hydrazine derivatives **3, 5, 6, 8**, and **10**. The __s__‐triazolo[4′,3′: 1,6]pyrido[2,3‐__d__]pyrimidine **4** is prepared from **3**, while the attempted cyclizations of **5, 6**