307353-32-8 ,Some common heterocyclic compound, 307353-32-8, molecular formula is C9H9BrO3, 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.
2-(Trifluoromethyl)phenyl)boronic acid (114 mg, 0.60 mmol), PdCl2(dppf) (12 mg, 0.016 mmol), Et3N (167 muL, 1.2 mmol) were added to a solution of methyl 3-bromo-5-(hydroxymethyl)benzoate (97.5 mg, 0.40 mmol) in EtOH (4 mL). The reaction mixture was stirred at 85 C. overnight, diluted with EtOAc and washed with water. The organic layer was dried (Na2SO4) and concentrated. The residue was purified by flash chromatography (Combi-flash Rf, Hex/EtOAc=0-60% gradient) to afford the title compound (100 mg, 80%). 1H NMR (400 MHz, CDCl3) delta 8.09 (s, 1H), 7.95 (s, 1H), 7.77 (d, J=8.0 Hz, 1H), 7.56 (m, 3H), 7.33 (d, J=7.6 Hz, 1H), 4.81 (d, J=6.0 Hz, 2H), 3.94 (s, 3H), 1.79 (t, J=6.0 Hz, 1H).
According to the analysis of related databases, 307353-32-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; Vanderbilt University; Alvarado, Joseph R.; Stauffer, Shaun R.; Gogliotti, Rocco D.; Han, Changho; Meyers, Kenneth M.; Tian, Jianhua; Macdonald, Jonathan D.; Fesik, Stephen W.; Lee, Taekyu; US2020/102288; (2020); A1;,
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