Electric Literature of 36942-56-0, These common heterocyclic compound, 36942-56-0, name is 2-Bromo-4-methoxy-1-methylbenzene, 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.
A solution of compound 1 (100 g, 0.45 mol, 1.0 equiv, F-Chemicals), compound 2 (84.72 g, 0.541 mol, 1.2 equiv, Combi-Blocks) and potassium carbonate (186.92 g, 1.35 mol, 3.0 equiv) in 1,4-dioxane (660 mL) and H2O (180 mL) was degassed with nitrogen for 15 min. Pd(PPh3)4 (26.08 g, 0.0226 mol, 0.05 equiv) was added and the mixture was again degassed with nitrogen for 5 min. The reaction mixture was heated at 90 C. for 3 h. The reaction mass was cooled to RT, diluted with ethyl acetate (1.0 L) and washed with brine (750 mL). The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to get the crude material which was purified by column chromatography (silica gel 60-120 mesh, elution 1% EtOAc/Hexane) to get the pure compound 3 (106 g, 93%). TLC solvent system: Heptane, Product 0.5. 1H NMR (400 MHz, DMSO-d6) delta 7.51-7.37 (m, 5H), 7.00-6.96 (m, 2H), 3.78 (s, 3H).
Statistics shows that 2-Bromo-4-methoxy-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 36942-56-0.
Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
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