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.51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, molecular weight is 190.9828, as common compound, the synthetic route is as follows.name: 5-Bromouracil
General procedure: To a suspension of appropriate pyrimidine base (2 equiv.) in toluene were added triethylamine (4.1 equiv.) and trimethylsilyl trifluoromethanesulfonate (6.1equiv.) and the mixture were stirred at room temperature for 1h. The silylated base solution was diluted with additional dichloromethane and this solution was then added to a solution of 10 in dichloromethane dropwise over a period of 20 min at 0C. An additional amount of triethylamine (2.1equiv.) was added dropwise to the reaction mixture to initiate the Pummerer reaction at 0C. After the reaction mixture was stirred at room temperature for 15h, the reaction mixture was quenched with saturated NaHCO3 and extracted with dichloromethane. The organic layers were washed with saturated NaHCO3 solution, water and brine, dried over MgSO4, filtered and evaporated under reduced pressure. The residue was purified on flash silica gel column chromatography (hexane:ethyl acetate=2:1) to give the beta-anomers 11a-11f.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,51-20-7, 5-Bromouracil, and friends who are interested can also refer to it.
Reference:
Article; Kim, Jin-Hee; Yu, Jinha; Alexander, Varughese; Choi, Jung Hee; Song, Jayoung; Lee, Hyuk Woo; Kim, Hea Ok; Choi, Jungwon; Lee, Sang Kook; Jeong, Lak Shin; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 208 – 225;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia