As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 101990-73-2, name is 2-Chloro-4-(chloromethyl)pyridine, molecular formula is C6H5Cl2N, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: 2-Chloro-4-(chloromethyl)pyridine
To a solution of 6-methyl-3-(5-(4-(trifluoromethoxy)phenyl)-l,3,4-oxadiazol-2- yl)pyridin-2(lH)-one (177 mg, 0.52 mmol) in DMF (10 mL) was added Cs2C03(652 mg, 2.0 mmol), Nal (15 mg, 0.10 mmol) and 2-chloro-4- (chloromethyl)pyridine (172 mu, 1.40 mmol). The reaction mixture was heated at 65 C for 16 hours. The reaction mixture was allowed to cool to RT, brine was added, and the aqueous phase was extraced with EtOAc (3 X 10 mL). The combined organic phases were dried over Na2S04, filtered, and the solvent was evaporated. The residue was purified by Biotage (SNAP 25, 20% to 100% EtOAc in hexanes, followed by 2% to 30%MeOH in DCM) to provide 2-(2-((2-chloropyridin-4- yl)methoxy)-6-methylpyridin-3-yl)-5-(4-(trifluoromethoxy)phenyl)- 1,3,4- oxadiazole (132 mg, 28%), and l-((2-chloropyridin-4-yl)methyl)-6-methyl-3-(5-(4- (trifluoromethoxy)phenyl)-l,3,4-oxadiazol-2-yl)pyridin-2(lH)-one (183 mg, 39%). MS (ES+)2-(2-((2-chloropyridin-4-yl)methoxy)-6-methylpyridin-3-yl)-5-(4- (trifluoromethoxy)phenyl)-l,3,4-oxadiazole C2iHi4QF3N4C>3 requires: 462/464, found: 463/465 [M+H]+; l-((2-chloropyridin-4-yl)methyl)-6-methyl-3-(5-(4- (trifluoromethoxy)phenyl)-l ,3,4-oxadiazol-2-yl)pyridin-2(lH)-one MS (ES+) C2iH14ClF3N403requires: 462, found: 463 [M+H]+; *H NMR (600 MHz, MeOH- d4) (58.36 (d, / = 5.3Hz, 1H), 8.34 (d, / = 7.4 Hz, 1H), 8.19 (d, / = 7.7 Hz, 2H), 7.33 (d, J = 7.7 Hz, 2H),7.26 (s, 1H), 7.05 (d, J = 5.3 Hz,lH),6.35 (d, J = 7.4 Hz,lH),5.42 (s, 2H), 2.31 (s, 3H).
With the rapid development of chemical substances, we look forward to future research findings about 101990-73-2.
Reference:
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; MARSZALEK, Joe; LIU, Gang; KANG, Zhijun; CARROLL, Christopher, L.; MCAFOOS, Timothy; CZAKO, Barbara; WO2014/31928; (2014); A2;,
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