Electric Literature of 18368-64-4, 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. 18368-64-4, name is 2-Chloro-5-methylpyridine. A new synthetic method of this compound is introduced below.
Fourth Step Production of methyl 3-(5-picoline-2-yl)aminosalicylate; Cesium carbonate (415 g), palladium acetate (8.8 g), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (25 g), methyl 3-amino-2-(2-methoxyethoxy)methyloxybenzoate (200 g) obtained in the preceding step, and 2-chloro-5-picoline (103 g) were added to toluene (1 L) in this order and stirred at 100° C. for 2 days. The reaction solution was filtered, and the filtrate was concentrated. Methanol (500 mL) and 6 N hydrochloric acid (200 mL) were added to the residue, and the mixture was refluxed and stirred for 0.5 hour. Active charcoal (25 g) was added to the reaction solution, and the mixture was stirred for 1 hour and then filtered. 1 N potassium citrate (2 L) was added to the filtrate, and the precipitated crystal was collected by filtration (218 g). The crystal collected by filtration was dissolved in ethyl acetate (1 L) and supplemented with silica gel (100 g), and the mixture was stirred at room temperature and then filtered. The filtrate was concentrated. The residue was recrystallized with acetone:water (2:1) (2 L), and the crystal was filtered and dried to obtain the title compound (128 g). (400 MHz, DMSO-d6): 2.18 (s, 3H), 3.92 (s, 3H), 6.89 (t, J=8.0 Hz, 1H), 7.04 (d, J=8.6 Hz, 1H), 7.35 (dd, J=7.9, 1.5 Hz, 1H), 7.42 (dd, J=8.4, 2.4 Hz, 1H), 7.98 (s, 1H), 8.19 (s, 1H), 8.48 (dd, J=8.2, 1.5 Hz, 1H), 11.30 (s, 1H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,18368-64-4, 2-Chloro-5-methylpyridine, and friends who are interested can also refer to it.
Reference:
Patent; Japan Tobacco Inc.; US2007/149517; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem