Electric Literature of 202865-80-3, These common heterocyclic compound, 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene, 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.
To a mixture of 2-amino-5-ethyl-3-(4-methylphenoxy)pyrazine (55.0 mg, 0.240 mmol) and dioxane (1 mL) were added 4-bromo-2-fluoro-1-isopropoxybenzene (61 mg, 0.26 mmol), tris(dibenzylideneacetone)(0) (2.8 mg, 0.0030 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (4.2 mg, 0.0072 mmol) and sodium phenoxide trihydrate (61 mg, 0.36 mmol), and the resulting mixture was heated at reflux for 4 hours. To the reaction mixture was added saturated aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The extract was washed by brine, dried over anhydrous sodium sulphate, and concentrated in vacuo. The resulting residue was purified by reversed-phase HPLC (0.3% formic acid/acetonitrile) to give 5-ethyl-2-(3-fluoro-4-isopropoxyphenylamino)-3-(4-methylphenoxy)pyrazine (17 mg, Yield: 18%)as pale brown solid. 1H-NMR (delta ppm TMS/DMSO-d6): 1.05 (3H, t, J = 7.5 Hz), 1.26 (6H, d, J = 5.8 Hz), 2.33 (3H, s), 2.44 (2H, q, J = 7.5 Hz), 4.45-4.52 (1H, m), 7.05-7.17 (3H, m), 7.25 (2H, d, J = 8.6 Hz), 7.55-7.61 (1H, m), 7.69 (1H, s), 7.85-7.91 (1H, m), 8.93 (1H, s).
Statistics shows that 4-Bromo-2-fluoro-1-isopropoxybenzene is playing an increasingly important role. we look forward to future research findings about 202865-80-3.