Synthetic Route of 59489-71-3, These common heterocyclic compound, 59489-71-3, name is 2-Amino-5-bromopyrazine, 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.
To a solution of 5-bromopyrazinamine (3.0 g, 17.2 mmol, 1.0 equiv) in HI ( 1 1.1 mL, 57% in water) at 00C was slowly added I2 (3.0 g, 24.1 mmol, 0.7 equiv) over 1 hr, followed by addition OfNaNO2 (5.0 g, 145 mmol, 4.2 equiv) over a period of 3 hr at 0 0C. The reaction mixture was made alkaline by first adding 10% Na2S2Os solution (150 mL), then saturated Na2COs solution (90 mL). The mixture was extracted with diethyl ether (3 x 250 mL). The organic layer was washed with 10% Na2S2Os solution, dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by column chromatography [SiO2, ethyl acetate/hexanes, 0:100 to 10:90, v/v] to give 2-bromo-5- iodo-pyrazine (1.6 g, 32%). 1H NMR (400 MHz, CD2Cl2) delta 8.62 (s, IH), 8.51 (s, IH).
The synthetic route of 59489-71-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; XENON PHARMACEUTICALS INC; WO2008/24390; (2008); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem