Electric Literature of 157335-97-2, 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.157335-97-2, name is 5-Bromo-4,6-dimethylpyrimidine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.
5-{[tert-Butyl(d imethyl)silyl]oxy}-2-(4 ,4,5,5-tetramethyl-1 ,3 ,2-dioxaborolan-2- yl)benzonitrile (C15) (4.05 g, 11.3 mmol) was combined with 5-bromo-4,6-dimethylpyrimidine hydrobromide (7.16 g, 26.7 mmol) and potassium phosphate (7.03 g, 33.1 mmol) in 2-methyltetrahydrofuran (20.2 mL) and water (16.2 mL). [2-(Azanidyl-KN)biphenyl-2-yl- K02](chloro)[dicyclohexyl(2,6-dimethoxybiphenyl-2-yl)-A5-phosphanyl]palladium (prepared from biphenyl-2-am me and dicyclohexyl(2,6-dimethoxybiphenyl-2-yl)phosphane (S-Phos) according to the procedure of S. L. Buchwald et al., J. Am. Chem. Soc. 2010, 132, 14073-14075) (0.20 g, 0.28 mmol) was added, and the reaction mixture was heated to reflux for 18 hours. It was thencooled to room temperature, and the organic layer was extracted with aqueous hydrochloric acid (2 N, 2 x 20 mL). The combined extracts were adjusted to a pH of roughly 6 – 7 with 2 M aqueous sodium hydroxide solution, and then extracted with ethyl acetate. These combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solids were triturated with hot heptane to afford the product as a tan solid. Yield: 1.86g, 8.26 mmol, 73%. H NMR (400 MHz, DMSO-d6) oe 10.48 (s, 1H), 8.94 (s, 1H), 7.36 (d, J=8.4 Hz, 1H), 7.31 (d, J=2.5 Hz, 1H), 7.23 (dd, J=8.5, 2.6 Hz, 1H), 2.18 (s, 6H).
Statistics shows that 157335-97-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-4,6-dimethylpyrimidine.
Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
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