Synthetic Route of 59489-71-3,Some common heterocyclic compound, 59489-71-3, name is 2-Amino-5-bromopyrazine, molecular formula is C4H4BrN3, 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.
Sodium nitrite (1. 35 g, 19. 53 MMOL) was added portionwise to concentrated sulfuric acid (9. 8 mL) at 0 C. The mixture was heated at 50 C until all of the sodium nitrite had dissolved and the mixture was again cooled to 0 C. A solution of 5- BROMO-PYRAZIN-2-YLAMINE (2. 57 g, 14. 68 MMOL) in concentrated sulfuric acid (14. 7 mL) was added dropwise to the nitronium solution at 0 C. The ice bath was removed, the mixture warmed to ambient temperature and stirred for 15 minutes before heating to 45 C for seven minutes. After cooling to ambient temperature, the mixture was poured slowly with precaution into crushed ice water (100 mL). The aqueous phase was neutralized to pH 4 with 20% aqueous sodium hydroxide then extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were washed with water (50 mL), dried (anhydrous magnesium sulfate), filtered, and evaporated to afford the title compound (1. 88 g, 73%) as a yellow solid. ‘H NMR (CDCl3, 300 MHz) ; 8. 07 (1 H, s), 7. 62 (1 H, D, J = 3. 0 Hz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-5-bromopyrazine, its application will become more common.
Reference:
Patent; PFIZER INC.; WO2004/92145; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem