Electric Literature of 20265-37-6 ,Some common heterocyclic compound, 20265-37-6, molecular formula is C6H6N2O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
As shown in step 6-i of Scheme 6, calcium chloride (4.0 g, 35.7 mmol) was added to a stirring solution of 3-methoxy-2-nitropyridine (5.0 g, 32.5 mmol, obtained from AK Scientific, Inc.) in methanol (100 mL) and water (25 mL). The reaction mixture was warmed to 75 0C and iron powder (4.6 g, 81.1 mmol) was added carefully over 10 min. The resulting reaction mixture was stirred at 75 0C for another 2 h. The reaction mixture was cooled to RT and filtered through a pad of diatomaceous earth. The pad was rinsed with ethanol (400 mL) and the filtrate was evaporated under reduced pressure. The residue was suspended in ethyl acetate/water (1/1, 200 mL), the organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were washed with brine (60 mL), dried over Na2SO4, and concentrated under reduced pressure to afford 2- amino-3-methoxypyridine (Compound 1018, 3.6 g, 89 % yield): ESMS (M+H) 125; 1H NMR (DMSO-de) delta 7.5 (d, IH), 7.0 (d, IH), 6.5 (dd, IH), 5.6 (br, 2H), 3.75 (s, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20265-37-6, its application will become more common.
Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; ARONOV, Alex; COME, Jon; COTTRELL, Kevin; GREY, Ronald; LE TIRAN, Amaud; MARONE, Valerie; MARTINEZ-BOTELLA, Gabriel; MESSERSMITH, David; HUCK, Emilie, Porter; WO2010/135014; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem