Synthetic Route of 24812-89-3,Some common heterocyclic compound, 24812-89-3, name is Methyl 3-amino-2,4-dimethylbenzoate, molecular formula is C10H13NO2, 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.
Scheme 26, step A. To a solution of 5-bromo-2-(trifluoromethyl)benzoic acid(1.00 g, 0. 00371 mol) in CH2Ch (15 mL) at room temperature are added methyl4-amino-3,5-dimethylbenzoate (0.46 g, 0.00260 mol, see preparation 12) and triethylamine (1.10 ml, 0.00743 mol). After stirring the reaction mixture for 10 minutes, 1-propanephosphonic acid cyclic anhydride (50% solution in ethyl acetate, 6.00 ml,0.00929 mol) is added via syringe and stirred at room temperature. After 14 hours, thereaction mixture is diluted with water and extracted with dichloromethane. The organic layers are combined and dried over magnesium sulfate, filtered, and concentrated underreduced pressure. The resulting residue is purified by flash chromatography (silica gel)with 10-15% EtOAc to give the title compound as an off-white solid (0.45 g, 27.67 %).Mass spectrum (m/z): 430.0 (M+1).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-amino-2,4-dimethylbenzoate, its application will become more common.
Reference:
Patent; ELI LILLY AND COMPANY; BLANCO-PILLADO, Maria-Jesus; VETMAN, Tatiana Natali; FISHER, Matthew Joseph; KUKLISH, Steven Lee; WO2014/4230; (2014); A1;,
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