Extracurricular laboratory: Synthetic route of 2,4-Dihydroxy-5,6-dimethylpyrimidine

Statistics shows that 26305-13-5 is playing an increasingly important role. we look forward to future research findings about 2,4-Dihydroxy-5,6-dimethylpyrimidine.

Reference of 26305-13-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.26305-13-5, name is 2,4-Dihydroxy-5,6-dimethylpyrimidine, molecular formula is C6H8N2O2, molecular weight is 140.14, as common compound, the synthetic route is as follows.

Example 15. A/-hexyl-5,6-dimethyl-2,4-dioxo-pyrimidine-1 -carboxamide Triphosgene (0.12 g, 0.71 mmol) was added to dry pyridine (2.0 mL) at 0 C. The mixture was stirred for 10 min, then a solution of 5,6-dimethyluracil (0.10 g, 0.71 mmol) in dry pyridine (3.0 mL) was added dropwise. The pale yellow suspension formed was stirred at room temperature for 5 hrs, then cooled to 0 C before adding hexylamine (0.10 mL, 0.71 mmol). The reaction mixture was stirred at room temperature for 18 hrs. Water (30 mL) was added and the product extracted with EtOAc (3 x 30 mL). The combined organic layer was dried over Na2S04 and the solvent removed under reduced pressure. The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 90:10) to afford the title compound (0.02 g, 6%) as white powder. 1 H NMR (400 MHz, CDCIs): delta 0.90 (t, J = 6.6 Hz, 3H), 1 .25-1 .38 (m, 6H), 1 .53-1 .67 (m, 2H), 1 .83 (br s, 3H), 2.19 (br s, 3H), 3.30 (dt, J = 5.6, 7.0 Hz, 2H), 7.42-7.65 (m, 1 H), 9.68 (br s, 1 H). 13C NMR (101 MHz, CDCI3): delta 9.00, 13.34, 15.77, 22.35, 26.12, 28.91 , 31 .30, 40.70, 104.68, 146.24, 149.35, 162.15, 164.20. MS (ESI) m/z: 266 [M-H]”.

Statistics shows that 26305-13-5 is playing an increasingly important role. we look forward to future research findings about 2,4-Dihydroxy-5,6-dimethylpyrimidine.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; REALINI, Natalia; MOR, Marco; PAGLIUCA, Chiara; PIZZIRANI, Daniela; SCARPELLI, Rita; BANDIERA, Tiziano; WO2013/178576; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia