At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-97-9, 6-Bromopyridin-3-amine, and friends who are interested can also refer to it.
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.13534-97-9, name is 6-Bromopyridin-3-amine, molecular formula is C5H5BrN2, molecular weight is 173.0106, as common compound, the synthetic route is as follows.Quality Control of 6-Bromopyridin-3-amine
Intermediate 51; 6-(2,6-Difluorophenyl)pyridin-3-amineIn a three neck round bottle flask, to a mixture of 1 ,3-difluorobenzene (23.24 mmol, 2.29 ml) in THF (30 ml) at -780C under argon atmosphere, a solution of n-BuLi (10.2 ml) in THF (2.5M) was added. The mixture was stirred at -78°C for 30 minutes and then it was heated to -5O0C. A solution of ZnCI2 (51 ml) in THF (0.5M) was added drop wise and the mixture was stirred at this temperature for 20 minutes. A solution of 6-bromopyridin-3-amine (11.56 mmol, 2.0 g) in THF (20 ml) and Pd(PPh3)4 (1.16 mmol, 1.3 g) were added respectively and the crude mixture was heated at 4O0C overnight. The solvent was evaporated and the crude mixture was purified by reverse phase chromatography eluting with a water-MeOH/AcN system affording 0.72 g (yield 30percent) of the expected product, delta 1H NMR (200 MHz, CDCI3): 3.83 (s, 2H), 6.95-7.00 (m, 2H), 7.06-7.09 (d, 1 H), 7.23- 7.32 (m, 2H)1 8.24 (s, 1 H). ESI/MS (m/e, percent): 207 [(M+1)\ 100].
At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-97-9, 6-Bromopyridin-3-amine, and friends who are interested can also refer to it.
Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2009/21696; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem