Electric Literature of 84539-30-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 84539-30-0, name is 5-Bromo-N-methylpyridin-2-amine, molecular formula is C6H7BrN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
NaHMDS (1 M, 12 mL) was added slowly to a mixture of 5-bromo-2-(N-methylamino)pyridine (2.0 g, 10.7 mmol) and (Boc)2O (2.8 g, 12.8 mmol, 3.0 mL) in THF (20 mL) at 0 C under N2. The resulting mixture was allowed to warm to 20 C and stirred for 13 hours. TLC (petroleum ether / ethyl acetate = 3/1) showed trace amount of compound 64 and a major new spot with lower polarity. The mixture was quenched with sat. NaHCO3 (30 mL) and extracted with EtOAc (50 mL x 2). The organic layers were combined, washed with brine (30 mL), dried over Na2SO4, filtered and concentrated to give a residue. The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 10/1 to 3/1) to give 5-bromo-2-(N-methyl-N-(t-butoxycarbonyl)amino)pyridine (2.8 g, 91% yield) as a light yellow liquid. 1H NMR 400 MHz CDCl3 8.40 – 8.39 (m, 1H), 7.71 – 7.65 (m, 2H), 3.37 (s, 3H), 1.49 (s, 9H). ESI-MS (m/z): 287.0 (M+H)+.
According to the analysis of related databases, 84539-30-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; CS PHARMASCIENCES, INC.; SONG, Yuntao; BRDIGES, Alexander, James; (524 pag.)WO2017/120429; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem