Adding a certain compound to certain chemical reactions, such as: 362527-61-5, name is Ethyl 3-bromo-4-cyanobenzoate, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 362527-61-5, Application In Synthesis of Ethyl 3-bromo-4-cyanobenzoate
STEP 1 : A mixture of ethyl 3-bromo-4-cyanobenzoate (500 mg, 1.97 mmol), XANTPHOS (228 mg, 0.39 mmol), cesium carbonate (1.282 g, 3.94 mmol), cyclopentylamine (233 mg, 2.75 mmol), and tris(dibenzylideneacetone)dipalladium (180 mg, 0.20 mmol) in dioxane (5 mL) was stirred at 1000C for 17 h. The reaction mixture was partitioned between ethyl acetate (100 mL) and water (50 mL), the organic layer washed with brine (50 mL), dried over sodium sulfate, filtered and concentrated. Column chromatography on silica (hexanes: ethyl acetate 9: 1) afforded ethyl 4-cyano-3-(cyclopentylamino)benzoate (366 mg, 72% yield) as a brown oil. 1H NMR (400 MHz, CDCl3): 7.43 (m, 2H), 7.35 (m, IH), 7.27 (m, IH), 4.62 (d, IH), 4.38 (q, 2H), 3.93 (m, IH), 2.10 (m, 2H), 1.78 (m, 2H), 1.67 (m, 2H), 1.53 (m, 2H),1.39 (t, 3H). MS (EI) for Ci5H18N2O2: 259 (MH+).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3-bromo-4-cyanobenzoate, and friends who are interested can also refer to it.
Reference:
Patent; EXELIXIS, INC.; WO2009/55077; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts