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. 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. A new synthetic method of this compound is introduced below., Safety of 2-Bromo-3,5-dimethylpyridine
In a three-neck round-bottom flask were placed 2-bromo-3,5- dimethylpyridine (5.00 g, 26.87 mmol) and dry THF (40 mL) under N2 atmosphere. The solution was cooled down at -78C. nBuLi 2.5 M in hexanes (12.89 mL, 32.25 mmol) was added dropwise to the solution. The reaction mixture was stirred at -78C for 20 mm and 5-methylfuran-2-carbaldehyde (2.94 mL, 29.56 mmol) dissolved in dry THF (10 mL) was added dropwise to thesolution. The reaction mixture was stirred at -78C for 30 mm and then was slowly warmed to rt and the stirring was kept at this temperature overnight. The reaction was quenched with sat. NH4CI. The aqueous layer was extracted with EtOAc. The combined organic layers were dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was purified by silica gel column chromatography eluting with a gradient of Hexanes/EtOAc from [96:4] to [90:10]. The product fractions were collected and evaporated under redcued pressure to afford (3,5-di methyl pyrid in-2-yl)(5-methylfu ran-2- yl)methanol Ex.87a (3.29 g, 56%) as orange oil. 1 H NMR (400 MHz, CDCI3, d in ppm): 2.13 (s, 3H), 2.24 (d, 3H, J=0.8Hz), 2.33 (s, 3H), 5.71 (s, 1H), 5.83-5.86
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Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
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