Two-Step Synthesis of 5-Hydroxy-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one Derivatives from 4-Chloro-6-methoxy-2-(methylsulfanyl)pyrimidine

4-Chloro-6-ethoxy-2-(methylthio)pyrimidine

“…Pyrimidine 5 has been previously prepared by treatment of dichloropyrimidine 3 with NaOEt in dry dimethylformamide, at 70 • C overnight [19], however, the synthesis described herein uses a non-toxic solvent (EtOH) and milder conditions (20 • C) that are more suitable for a regioselective reaction. A very similar analogue 4-chloro-6-methoxy-2-(methylthio)pyrimidine [20] is a versatile scaffold and can undergo Suzuki-Miyaura coupling to afford 4-aryl-6-methoxy-2-(methylthio)pyrimidines [21], as well as, amine [20] or alcohol displacement of the chloride [22], oxidation to sulfone [23], and condensation reactions to give polycyclic systems [24,25].…”