With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, molecular formula is C6H2ClF3N2O2, molecular weight is 226.54, as common compound, the synthetic route is as follows.COA of Formula: C6H2ClF3N2O2
2-Chloro-3-nitro-5-trifluoromethylpyridine (4.25 g, 18.8 mmol) was cooled to00C and diluted with ethyl 4-bromozincbutanoate (45 ml, 22.5 mmol, 0.5M in THF) under an atmosphere of nitrogen. PEPPSI-IPr (637 mg, 0.94 mmol) was added and the reaction was stirred at room temperature for 20 hours. The reaction was concentrated by evaporation and the dark residue was diluted with NH4Cl (20 ml, sat aq) and water (40 ml). Resulting suspension was extracted with EtOAC (4*25 ml) and combined organics were dried over MgSO4 and evaporated. The product was purified by flash chromatography using Pet. Ether/EtOAc (2/1) as eluent to give 850 mg (15 %) of ethyl 4-(3-nitro-5-(trifluoromethyl)pyridin-2-yl)butanoate as a brown oily mass.1H NMR (CDCl3): delta 9.01 (s, IH), 8.46 (s, IH), 4.13 (m, 3H), 3.22 (t, 2H, J= 7 Hz), 2.42 (t, 2H, J= 7Hz), 2.17 (m, 2H), 1.22 (m, 3H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-15-6, 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.
Reference:
Patent; Respiratorius AB; WO2009/7418; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem