5-(2-Methoxyphenoxy)-[2,2'-bipyrimidine]-4,6(1H,5H)-dione

20730-58-9

16879-48-4

150728-12-4

Step 3: Synthesis of 5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidine-4,6(1H,5H)-dione Sodium (0.69 g, 30 mmol) was dissolved in anhydrous ethanol (40 mL) under nitrogen protection, followed by the addition of diethyl 2-(2-methoxyphenoxy)malonate (2.82 g, 10 mmol) and 2-amidinopyrimidinium benzenesulfonate (2.8 g, 10 mmol) to an ethanol (30 mL) solution, in that order. The reaction mixture was heated to reflux for 16 hours. Upon completion of the reaction, the mixture was poured into ice water, acidified with 3M hydrochloric acid to pH ≈ 2, and then concentrated until a precipitate precipitated. The precipitate was collected by filtration, washed with water and dried to give 804 mg of yellow solid product in 25% yield. Product characterization data. 1H NMR (300 MHz, DMSO-d6) δ 3.84 (s, 3H), 6.68 (d, J = 6.9 Hz, 1H), 6.77 (t, J = 7.5 Hz, 1H), 6.91 (t, J = 7.5 Hz, 1H), 7.05 (d, J = 6.9 Hz, 1H), 9.05 (d, J = 5.1 Hz, 2H), 12.19 (br, 2H). 12.19 (br, 2H). ESI-MS, m/z = 313 (M + H+). Note: 5-(2-methoxyphenoxy)-[2,2'-dipyrimidinyl]-4,6(1H,5H)-dione can be prepared with reference to the method described in Example 1 step 3.