Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 117519-09-2, name is 3-Amino-2-chloro-6-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., 117519-09-2
A mixture of 2-chloro-6-(trifluoromethyl)pyridin-3-amine (5.0 g, 25.44 mmol), 4,4,5,5-tetramethyl-2-(prop-l-en-2-yl)-l,3,2-dioxaborolane (4.7 g, 27.98 mmol), Pd(dppf)Cl2 (1.86 g, 2.54 mmol) and K2C03 (8.79 g, 63.59 mmol) in l,4-dioxane (50 mL) and H20 (10 mL) was stirred at 80C for 7 hours under a nitrogen atmosphere. After cooling to room temperature, the reaction mixture was concentrated. The crude residue was purified by silica gel column chromatography (0-10% EtOAc in petroleum ether) to give 3-nitro-2-(prop-l-en-2-yl)-6- (trifluoromethyl)pyridine (4.68 g, yield: 91% ) as a light yellow solid. 1H NMR (400 MHz, CDCl3) d = 7.34, (d, J= 8.4 Hz, 1H), 7.03 (d, J= 8.4 Hz, 1H), 5.54-5.53 (m, 1H), 5.36-5.34 (m, 1H), 4.22 (s, 2H), 2.18 (s, 3H)
At the same time, in my other blogs, there are other synthetic methods of this type of compound,117519-09-2, 3-Amino-2-chloro-6-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.
Reference:
Patent; GENENTECH, INC.; STAFFORD, Jeffrey, A.; VEAL, James, M.; TRZOSS, Lynnie, Lin; MCBRIDE, Christopher; PASTOR, Richard, M.; STABEN, Steven, Thomas; STIVALA, Craig; VOLGRAF, Matthew; (200 pag.)WO2020/18970; (2020); A1;,
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