Reference of 102830-75-1, 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. 102830-75-1, name is 3-Bromo-5-chloro-2-methoxypyridine. A new synthetic method of this compound is introduced below.
To a solution of 3-bromo-5-chloro-2-methoxypyridine (5.00 g, 33.7 mmol) in toluene (100 mL) was added tert-butyl 3-aminoazetidine-1-carboxylate (5.8 g, 18.5 mmol), Xantphos (650 mg, 1.12 mmol), Cs2CO3 (14.6 g, 44.9 mmol) and Pd2(dba)3 (514 mg, 0.562 mmol). The reaction mixture was stirred at 60 C. under nitrogen for 4 days. After cooling to RT, the reaction mixture was filtered, washed with ethyl acetate (100 mL), the organic layer washed with water (60 mL), brine (60 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography (ethyl acetate/hexane) to obtain 5.6 g of tert-butyl 3-((5-chloro-2-methoxypyridin-3-yl)amino)azetidine-1-carboxylate as a white-yellow oil (80%): 1H NMR (400 MHz, CDCl3) delta 7.39 (d, J=2.2 Hz, 1H), 6.36 (d, J=2.2 Hz, 1H), 4.52 (d, J=6.5 Hz, 1H), 4.24 (dd, J=8.9, 7.1 Hz, 2H), 4.05 (m, 1H), 3.89 (s, 3H), 3.70 (dd, J=9.1, 4.8 Hz, 2H), 1.37 (s, 9H); MS (ES) m/z 314 (M+H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,102830-75-1, 3-Bromo-5-chloro-2-methoxypyridine, and friends who are interested can also refer to it.
Reference:
Patent; Confluence Life Sciences, Inc.; Jacobsen, Eric Jon; Blinn, James Robert; US9145393; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem