Preparation and application background and overview of 2-(aminomethyl)-3,5-difluoropyridine dihydrochloride
2-(Aminomethyl)-3,5-difluoropyridine dihydrochloride is the hydrochloride of 2-(aminomethyl)-3,5-difluoropyridine, which is used as a pharmaceutical intermediate.
Preparation of 2-(aminomethyl)-3,5-difluoropyridine dihydrochloride and application of free base preparation
Dissolve 3,5-difluoropyridinecarbonitrile (23.19mmol) in ethanol with stirring of methoxypyridine, and then add concentrated hydrochloric acid aqueous solution (2.6mL). Palladium (10% on carbon) was added under nitrogen and the mixture was hydrogenated at 30 psi for 2 hours using a Parr apparatus. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was partitioned between EtOAc (40 mL) and water (40 mL). The aqueous layer was separated, then the pH was adjusted to 9 with 50% aqueous sodium hydroxide solution (3 mL-4 mL), and extracted with dichloromethane (3 x 40 mL). The combined extracts were dried (MgSO4) and concentrated under reduced pressure to give a light green/brown oil (2.5 g, 75%). 1H NMR(MHz,DMSO)8.45(1H,d),7.89-7.84(1H,m),3.82(2H, s),3.33(1H,bs),1.87(1H,bs ).
Preparation and application of 2-(aminomethyl)-3,5-difluoropyridine dihydrochloride
CN2016 Basic Magnesium Carbonate 80061941 reported that 2-(aminomethyl)-3,5-difluoropyridine dihydrochloride can be used to prepare compounds similar to the following structures. Such compounds are useful in the prevention and treatment of disorders of iron metabolism associated with increased iron levels, such as, inter alia, effective treatment of iron overload. This new class of compounds shows few side effects and extremely low toxicity as well as good bioavailability and compatibility. Furthermore, these new compounds, in contrast to known iron chelating compounds, should be suitable for preventing increased iron levels and therefore the development of pathologies associated with them, rather than removing excess iron from the body when iron overload has already occurred. . This new class of compounds can be prepared through simple synthetic methods and exhibit lower sensitivity and improved long-term efficiency compared with known biomolecule compounds, such as antibodies.
