Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., SDS of cas: 56686-16-9
5-Bromo-2,4-dimethoxypyrimidine (0.29 g, 1.3 mmol) in anhydrous THF was added dropwise to a 2.93mol/L n-BuLi/hexane solution (0.47 mL, 1.4 mmol ) at 195 K under an argon atmosphere. After 30 min, 6a (0.52 g, 1.3 mmol) was slowly added to the reaction mixture at 195 K and stirred for 1 h at 195 K. The reaction was quenched with 20 mL water. The mixture was warmed to room temperature and extracted with ether. The organic layer was dried over MgSO4, filtrated and evaporated. The crude product was purified by column chromatography on silica gel using the mixture of petroleum ether and ethyl acetate (v/v = 6/1) as the eluent to give 1o (0.35 g, 52%) as a colorless solid. Mp 367-368 K; Calcd for C23H18F6N2O3S (%): Calcd C, 53.49; H, 3.51; N, 5.42. Found C, 53.53; H, 3.54; N, 5.47; 1H NMR (400 MHz, CDCl3, ppm): delta 2.01 (s, 3 H, -CH3), 3.74 (s, 3H, -OCH3), 3.84 (s, 3H, -OCH3), 4.01 (s, 3H, -OCH3), 6.91 (d, 2H, J = 8.0 Hz, benzene-H), 7.06 (s, 1H, thiophene-H), 7.45 (d, 2H, J = 8.0 Hz, benzene-H), 8.33 (s, 1H, pyrimidine-H); 13C NMR(100 MHz, CDCl3, ppm): delta 14.08, 54.16, 55.21, 55.30, 104.13, 114.36, 121.38, 125.91, 126.16, 126.84, 138.58, 142.05, 159.04, 159.47, 166.05, 168.03; IR(KBr, n, cm-1): 507, 544, 650, 739, 758, 799, 822, 841, 891, 986, 1003, 1034, 1074, 1123, 1198, 1257, 1298, 1337, 1371, 1408, 1476, 1518, 1549, 1595, 1647, 2843, 2941, 2964, 3014, 3412, 3688; LRMS, ESI+ m/z 517.1 (MH+, [C23H19F6N2O3S]+ requires 517.1).
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Reference:
Article; Liu, Hongliang; Pu, Shouzhi; Liu, Gang; Chen, Bing; Tetrahedron Letters; vol. 54; 7; (2013); p. 646 – 650;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia