Abstract
The reactions of 4-carbamoyl- and 4-cyanopyridin-3-one and 4-cyanoisoquinolin-3-one with DMFA diethyl acetal were studied, and hydrogenated di- and trimethylene derivatives of 2,7-naphthyridine-1,8-dione were synthesized. It was found that O- or N-alkylation reactions of the pyridone fragment of the starting bicyclic compounds take place together with the condensation of the DMFA acetal at the amide amino group or the active methylene unit.
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A. V. Kadushkin, T. V. Golovko, and V. G. Granik, Khim. Geterotsikl. Soedin., No. 6, 830 (1989).
V. G. Granik, N. I. Smetskaya, N. A. Mukhina, I. V. Persianova, and V. G. Klimenko, Khim. Geterotsikl. Soedin., No. 3, 1279 (1983).
V. G. Granik, Usp. Khim., 11, 207 (1982).
V. A. Azimov, V. G. Granik, S. I. Grizik, L. V. Ershov, N. I. Smetskaya, S. D. Yuzhakov, and M. D. Mashkovskii, Khim.-farm. Zh., No. 8, 947 (1979).
R. F. Abdulla and R. S. Brinkmayer, Tetrahedron, 35, 1675 (1979).
K. D. Philips and J. P. Horwitz, J. Org. Chem., 40, 1856 (1975).
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For Communication 54, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 215–220, February, 1990.
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Guss, L.T., Ershov, L.V., Bogdanova, G.A. et al. Acetals of lactams and acid amides 55. Study of reaction of 3-oxopyridine and isoquinolin-3-one derivatives with dimethylformamide diethyl acetal. Chem Heterocycl Compd 26, 183–188 (1990). https://doi.org/10.1007/BF00499413
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DOI: https://doi.org/10.1007/BF00499413