Abstract
The synthesis of 2,3,5,6-tetrahydropyrrolo[3,2-c]pyrid-6-one was accomplished by rearrangement of 8H,1-cyano-8-dimethylaminomethylene-2,5,6,7-tetrahydropyrrolo[1, 2-c]pyrimidine. Pyrrolo[3,2-c]pyrimidine, 1,6-naphthyridine, and pyrimido[4,3-b]-azepine derivatives were synthesized on the basis of enamino dinitriles. The hydrolysis of 8H,1-cyano-8-dimethylaminomethylene-2,5,6,7-tetrahydropyrrolo[1,2-c]-pyrimidine in 50% CH3COOH leads to a pyrrolo[1,2-c]pyrido[4′,3′-d]pyrimidine derivative. A similar dipyrido[4,3-d-1′,2′-c]pyrimidine derivative was obtained from 1-cyano-9-dimethylaminomethylene-2,5,6,7,8,9-hexahydropyrido[1,2-c]pyrimidine under these conditions, and 3,4-dioxo-3,4,7,8,9,10-hexahydropyrido[1,2-c]pyrano[4′,3′-d]-pyrimidine was synthesized bytreatment with a 1 N solution of HCl.
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See [1] for Communication 34.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 518–522, April, 1982.
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Granik, V.G., Zhidkova, A.M. & Dubinskii, R.A. Acetals of lactams and acid amides. 35. Synthesis of condensed two- and three-ring pyridine systems on the basis of enamino amides. Chem Heterocycl Compd 18, 395–400 (1982). https://doi.org/10.1007/BF00503561
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DOI: https://doi.org/10.1007/BF00503561