Ethyl 2-({6-amino-2-(benzylsulfanyl)-5-[2-(ethoxycarbonyl)prop-2-enyl]pyrimidin-4-yloxy}methyl)acrylate

A new synthesis of carbon-carbon bonds at the 5-position of 2-thio­substituted pyrimidines via the Claisen rearrangement is reported. A direct route towards the synthesis of carbon bonds at the 5-position of 2-thio­benzyl pyrimidines when reacted with ethyl 2-(bromo­meth­yl)acrylate at 328 K delivered the unexpected title compound, C23H27N3O5S. Structural elucidation showed this compound to have undergone O-allyl­ation followed by ortho-Claisen rearrangement and subsequent secondary O-allyl­ation with excess ethyl 2-(bromo­meth­yl)acrylate. Disorder about the centre of symmetry allows it to exist as two conformers with different orientations of the phenyl group.