Polyfunctional isocytosine derivatives: II. Regioselectivity of methylation of 2-(2-hydroxyethylamino)-6-methylpyrimidin-4(3H)-one in different media |
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| Authors: | A V Erkin V I Krutikov |
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| Institution: | (1) St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 190013, Russia |
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| Abstract: | High regioselectivity in the methylation of 2-(2-hydroxyethylamino)-6-methylpyrimidin-4-(3H)-one at the N3 atom in water and ethanol in the presence of inorganic bases is determined by participation of the oxygen atom in hydrogen bonding and its coordination to metal cation, respectively. In going to aprotic dimethylformamide which is capable of solvating cations, the regioselectivity decreases, and a mixture of N 3-and O-methyl isomers is formed. |
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