5,8-dihydro-5-oxopyrido(2,3-d) pyrimidines

Details 5,8-dihydro-5-oxopyrido(2,3-d) pyrimidines 5,8-dihydro-5-oxopyrido(2,3-d) pyrimidines

C - Chemistry, Metallurgy

07

D

260/242.5

C07D 471/04 (2006.01)

Patent

CA 1059508

ABSTRACT OF THE DISCLOSURE An antibacterial 5,8-dihydro-8-(lower-alkyl)-5-oxo- 2-Q-4-R2-6-Z-pyrido[2,3-d]pyrimidine (I) where Z is carboxy or lower-carbalkoxy, R2 is hydrogen or lower-alkyl and Q is 4(or 3)-pyridinyl or 4(or 3)-pyridinyl having one or two lower- alkyl substituents is prepared by heating a di(lower-alkyl) N-(2-Q-6-R2-4-pyrimidinyl)aminomethylenemalonate (III) to pro- duce 5,8-dihydro-5-oxo-2-Q-4-R2-6-Z-pyrido[2,3-d]pyrmidine (II) which is tautomeric with 5-hydroxy-2-Q-4-R2-6-Z-pyrido[2,3-d]- pyrimidine (IIA) where Q and R2 are the same as in I above and Z is lower-carbalkoxy, reacting II (or IIA) with a lower-alkylat- ing agent to produce I where Z is lower-carbalkoxy and hydrolyzing this ester (I) to produce I where Z is carboxy. Alternatively, the acid (II or IIA whare Z is COOH) can be alkylated after first hydrolyzing the ester (II or IIA where Z is lower-carbalkoxy).

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