With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.10167-97-2, name is 2-Amino-5-methoxypyridine, molecular formula is C6H8N2O, molecular weight is 124.1405, as common compound, the synthetic route is as follows.Formula: C6H8N2O
(a) 2-Amino-5-methoxypyridine (14.8 g, prepared by the method of J.G. Lombardino, J. Med. Chem., 1981, 24, 39) was dissolved in 60% hydrobromic acid (150 ml) and to the cooled (-10) stirred solution bromine (47.47 g) was added dropwise. To the resulting yellow suspension was added, dropwise, sodium nitrite (20.53 g) in water (40 ml), keeping the temperature below -5. The mixture was stirred to room temperature, and after 0.5 hour cooled to 0, and a solution of sodium hydroxide (120 g) in water (100 ml) was slowly added. The mixture was thoroughly extracted with ether, the combined ether extracts dried with anhydrous sodium sulphate, and evaporated. The residue was chromatographed on silica gel (150 g). Elution with dichloromethane gave a yellow oil (14.1 g, 63%) which was combined with a smaller batch (3.4 g) and distilled under reduced pressure to give 2-bromo-5-methoxypyridine (16.4 g). b.p. 76-78/0.6 torr.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,10167-97-2, 2-Amino-5-methoxypyridine, and friends who are interested can also refer to it.
Reference:
Patent; Smith Kline & French Laboratories Ltd.; US4766121; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem