157335-97-2Relevant articles and documents
Synthesis and Proton NMR Spectra of the Monomethyl- and Dimethylpyrimidine-5-carboxylic Acids. Regioselective Covalent Hydration at the 2- and 4-Ring Positions
Kress, Thomas J.
, p. 1375 - 1382 (2007/10/02)
Pyrimidine-5-carboxylic acid, its 2-methyl, 4-methyl, 2,4-dimethyl- and 4,6-dimethyl derivatives have been synthesized and their proton nmr spectra measured in dilute aqueous acid.Pyrimidine-5-carboxylic acid (1a, R2,4,6=H) was found to afford an equilibrium mixture of covalent hydrates at both the 2- and 4-ring positions (2a and 3a).The 2-methyl derivative (1b, R2=Me, R4,6=H) undergoes hydration exclusively at the 4-position (2b) while the 4-methyl derivative (1c, R2,6=H, R4=Me) hydrates selectively at only the 2-position (3c).Covalent hydration was notobservable for either the 2,4-dimethyl- (1d, R2,4=Me, R6=H) or 4,6-dimethyl- (1e, R2=H, R4,6=Me) pyrimidinecarboxylic acids.The synthetic routes to these substances are described and the degree of hydration for each compound was measured.