Methyl 5-iodo-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylate synthesis

Yield:116393-71-6 97%

Reaction Conditions:

with iodine;periodic acid in methanol; for 20 h;Heating / reflux;

Steps:

10

Methyl orotate (20.0 g, 118 mmol) was combined with iodine (12.8 g, 50 mmol) and periodic acid (4.8 g, 21 mmol) in methanol (250 mL) and heated at reflux for 20 h. After cooling to ambient temperature, the volatiles were removed by rotary evaporation. The solid residue was slurried in water, collected by filtration, washed well with water and dried under vacuum at 70° C. to provide the title compound (34 g, 97% yield) as a solid. It was used without further purification. MS: m/z=296.

References:

US2009/88322,2009,A1 Location in patent:Page/Page column 10