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Alkylation of pyrimido[5′,4′:5,6]pyrido[3,2-b]indol-4-one derivatives

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Abstract

Alkylation of 11-benzyl-3,11-dihydro-4H-pyrimido[5′,4′:5,6]pyrido[3,2-b]indol-4-one with methyl iodide and methyl bromoacetate in DMF gave 3-alkylpyrimidopyridoindolones as the corresponding salts. The reaction in acetone in the presence of K2CO3 yielded 3,6-disubstitution products. Alkylation with DMF dimethyl acetal gave a mixture of the 3- and 6-alkylpyrimidopyridoindol-4-one bases. The structure of 4-oxo-4,6-dihydro-3H-pyrimido-[5′,4′:5,6]pyrido[3,2-b]indol-11-ium chloride (3b) was proved by X-ray diffraction analysis.

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Correspondence to S. Yu. Ryabova.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1731–1738, August, 2008.

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Masterova, N.S., Alekseeva, L.M., Shashkov, A.S. et al. Alkylation of pyrimido[5′,4′:5,6]pyrido[3,2-b]indol-4-one derivatives. Russ Chem Bull 57, 1765–1772 (2008). https://doi.org/10.1007/s11172-008-0234-1

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  • DOI: https://doi.org/10.1007/s11172-008-0234-1

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