Synthetic Route of 34171-40-9, 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. 34171-40-9, name is 2,4-Dichloro-5-ethylpyrimidine. A new synthetic method of this compound is introduced below.
Preparation of 2-chloro-5-ethyl-4-(4-methoxybenzyloxy)pyrimidineIn a round bottom flask, (4-methoxyphenyl)methanol (859 mg) and lithium f-butoxide (453 mg) are stirred in THF (5.65 ml_) at 70 C for 15 minutes and then cooled to room temperature. In a separate flask, 2,4- dichloro-5-ethylpyrimidine (1.00 g) is dissolved in DMF (10 ml_) and this solution is than transferred dropwise (over 30 minutes) to the previous mixture at 0 C and then let warmed to room temperature. After 3 hours, the reaction proved to be completed by GC-MS with an isomers ratio of ~ 18 / 1. Reaction mixture diluted with ethyl acetate and washed twice with water, once with brine, dried over sodium sulfate, filtered and concentrated to afford the crude. The residue was purified by flash column chromatography (S1O2, 5%-30% ethyl acetate / heptane) to provide 2-chloro-5-ethyl-4-(4- methoxybenzyloxy)pyrimidine (787 mg, 50%) as a colorless oil (Isomers ratio after purification ~ 32 / 1 ). MS (M+1 ): 279.0. 1H NMR (400 MHz, CDCI3) delta ppm 1.16 (m, J=7.43, 7.43 Hz, 3 H), 2.52 (q, J=7.62 Hz, 2 H), 3.81 (s, 3 H), 5.37 (s, 2 H), 6.85 – 6.95 (m, 2 H), 7.34 – 7.43 (m, 2 H), 8.10 (s, 1 H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,34171-40-9, 2,4-Dichloro-5-ethylpyrimidine, and friends who are interested can also refer to it.
Reference:
Patent; PFIZER INC.; ASPNES, Gary Erik; DIDIUK, Mary Theresa; GUZMAN-PEREZ, Angel; MAGUIRE, Robert John; WO2011/158149; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia