Application of 89123-58-0,Some common heterocyclic compound, 89123-58-0, name is 5-Bromopyrazine-2,3-diamine, molecular formula is C4H5BrN4, 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.
The title compound of PREPARATION 45 (240 mg, 1.2 mmol) and 1,1?- carbonyldiimidazole (240 mg, 1.5 mmol) were dissolved in 3 ml butyronitrile and the mixture was stirred in a sealed microwave tube for 15 mm at room temperature affording a thick white suspension. The title compound of PREPARATION 73 (220 mg,1.2 mmol) was added and the reaction was heated 18000 under microwave irradiationfor 2 h. The mixture was allowed to cool and was evaporated under reduced pressure. The residue was purified by flash chromatography (methanol-dichloromethane gradient, 0:100 rising to 10:90) to give 240 mg (0.66 mmol, 58% yield) of the title compound as a white solid. Purity 97%.1H NMR (400 MHz, DMSO-d6) oe ppm 8.54 (s, 1H), 8.44 (s, 1H), 8.27 (s, 1H), 5.40 (s,2H), 2.50 (s, 3H).UPLC/MS (3 mm) retention time 0.98 mm.LRMS: mlz 361, 363 (M+1, 1 xBr)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromopyrazine-2,3-diamine, its application will become more common.
Reference:
Patent; ALMIRALL, S.A.; AIGUADE BOSCH, Jose; CONNOLLY, Stephen; EASTWOOD, Paul Robert; ROBERTS, Richard Spurring; SEVILLA GOMEZ, Sara; CATURLA JAVALOYES, Juan Francisco; (110 pag.)WO2017/64068; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem