A new facile synthesis of dimethyl 4-(2-(2,6-bis(methoxycarbonyl)pyridin-4-yl)vinyl) pyridine-2,6-dicarboxylate

Guoliang Gu, Ming Lu


A new facile synthesis of pyridine dicarboxylic acid derivative, dimethyl 4-(2-(2,6-bis(methoxycarbonyl)pyridin-4-yl)vinyl)pyridine-2,6-dicarboxylate (DVDPA), from dimethyl 4-(chloromethyl)pyridine-2,6-dicarboxylate (CMDPA) in presence of nitrogen bases has been described. The influences of different base/CMDPA molar ratio and different nitrogen bases were also investigated. The result has shown that the yield could reach 81 % when triethylamine was used and the molar ratio of base/CMDPA was 2.4. The overall yield of title compound via the three-step synthesis starting from dimethyl 4-(hydroxylmethyl)pyridine-2,6-dicarboxylate (HMDPA) was improved to 69 %.


dimethyl 4-(2-(2,6-bis(methoxycarbonyl)pyridin-4-yl)vinyl)pyridine-2,6-dicarboxylate; pyridine dicarboxylic acid derivative; nitrogen base

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DOI: http://dx.doi.org/10.20450/mjcce.2010.163


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