Methylation of Some Deprotonated Sterically Hindered Pyrimidin-4-ols

Article abstract of DOI:10.1071/CH9920463

Anions derived from t-butyl-substituted pyrimidin-4-ols were methylated with iodomethane.The site of methylation was determined by proton-coupled 13C n.m.r. and the relative proportions of isomers were determined by 1H n.m.r.A t-butyl substituent ortho to a ring nitrogen markedly reduced the propensity for methylation at that nitrogen to the point where O-methylation, uncommon under these conditions, was observed.