Application of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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.
Example 2. Preparation of Additional N-(3-oxo-2-(optionally substituted phenyl)isoindolin-4-yl) carboxamides of the Invention: Synthesis of 7-nitw-2-(3-(trifluowmethoxy)phenyl)isoindolin-l-one (6):A mixture of methyl 2-(bromomethyl)-6-nitrobenzoate from Example 1, Step 2 (3; 0.86 g, 3.14 mmol), 3-(trifluoromethoxyl)benzenamine (21; 0.56 g, 3.14 mmol) and HOAc (0.3 mL) in dioxane (3 mL) was stirred in microwave at 140 0C for 20 min. The mixture was adjust to pH=7 and extracted with ethyl acetate (3 x 25 mL). The combined organic layers were dried over Na2SO4, concentrated in vacuo and purified by chromatography on silica gel to afford 7-nitro-2-(3- (trifluoromethoxy)phenyl)isoindolin-l-one 6 (0.67 g, 1.98 mmol, 63percent). MS (ESI) calcd for Ci5H9F3N2O4: 338; found: 339 [M+H]. 7-nitro-2-(3- (trifluoromethoxy)phenyl)isoindolin-l-one 6 was converted to the corresponding amine and then coupled to various acids as in Steps 3-4 of Example 1 to producevarious compounds of the formula: . See for example, Compound 108.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Trifluoromethoxyaniline, its application will become more common.
Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; VU, Chi, B.; MCPHERSON, Lauren; NG, Pui, Yee; BLUM, Charles; WO2010/77686; (2010); A1;,
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