SYNTHESIS OF NICOTINIC ACID DERIVATIVES BY THE REACTION OF SALTS OF 1-ALKYL-4,6-DIMETHYL-2-PYRIMIDINYLACETIC ACID ESTERS WITH AMINES

Authors

  • Г. Г. Данагулян Yerevan Institute of National Economy, Yerevan 375025
  • Л. Г. Саакян Yerevan Institute of National Economy, Yerevan 375025
  • Г. А. Паносян Center for the Study of Molecular Structure, National Academy of Sciences of the Republic of Armenia

Keywords:

amine, iodoalkylates of esters of pyrimidinylacetic acids, pyridone, 2-alkylaminonicotinic acid derivatives, enamine rearrangement

Abstract

A study was carried out on the enamine rearrangement of iodoalkylates of the ethyl ester of 4,6‑dimethyl-2-pyrimidinylacetic acid to give ethyl esters of 2-alkylamino-4,6-dimethylnicotinic acid, which proceeds upon the action of various amines. The reaction with amines containing an alkyl substituent different from that at the quaternized nitrogen atom of the pyrimidinium salt leads to the formation of products of rearrangement and transamination. In the presence of water, the rearrangement is accompanied by the formation of the ethyl ester of 1,2-dihydro-2-oxo-4,6-dimethylnicotinic acid.

How to Cite
Danagulyan, G. G.; Saakyan, L. G.; Panosyan, G. A. Chem. Heterocycl. Compd. 2001, 37, 323. [Khim. Geterotsikl. Soedin. 2001, 351.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1017559100450

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Published

2001-03-25

Issue

No. 3 (2001)

Section

Original Papers