Application of 67832-11-5, These common heterocyclic compound, 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Preparation 14: 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)benzonitrile; A mixture of dichloro[1 ,1 ,’-bis(diphenylphosphino)ferrocene] palladium (II) dichloromethane adduct (2.12 g, 2.55 mmol), potassium acetate (7.66 g, 76.5 mmol), and bis(pinacolato) diboron (7.12 g, 28.1 mmol) was flushed with nitrogen. 1 ,2- dimethoxyethane (130 ml_) and 4-bromo-2-methylbenzonitrile (5.00 g, 25.5 mmol) were added. The reaction was stirred at 80C for 5 h. The reaction was cooled to room temperature and filtered through celite. The filtrate was diluted with ethyl acetate and washed with water. The organic layer was washed with brine, dried over magnesium sulfate and filtered. Silica gel was added and the mixture was concentrated. The crude material was purified by silica column chromatography eluting with a gradient of 0%- 45% ethyl acetate / heptane to give the title compound (5.07 g, 82%) as a white solid. 1H NMR (500 MHz, DMSO-d6) delta ppm 7.70 (m, 2H), 7.57 (d, 1 H), 2.45 (s, 3H), 1.26 (s, 12H).
Statistics shows that 4-Bromo-2-methylbenzonitrile is playing an increasingly important role. we look forward to future research findings about 67832-11-5.
Reference:
Patent; PFIZER INC.; ARHANCET, Graciela Barbieri; CASIMIRO-GARCIA, Agustin; CHEN, Xiangyang; HEPWORTH, David; MEYERS, Marvin Jay; PIOTROWSKI, David Walter; RAHEJA, Raj Kumar; WO2010/116282; (2010); A1;,
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