Reference of 113305-94-5, A common heterocyclic compound, 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, molecular formula is C5H4N4, 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.
A solution of (S)-tert-butyl 2-((2-chloro-5-(4-methoxyphenyl)pyridin-4- ylamino)methyl)morpholine-4-carboxylate (0.036 g, 0.083 mmol), 2-amino-4- cyanopyrazine (0.014 g, 0.116 mmol), Xantphos (0.008 g, 0.013 mmol), cesium carbonate (0.054 g, 0.166 mmol), tris(dibenzylideneacetone)dipalladium chloroform complex (0.007 g, 0.008 mmol) in dioxane (0.7 mL) was stirred at room temperature under nitrogen for 10 min then heated under microwave irradiation for 60 min at 150 0C. The reaction mixture was purified by ion exchange on SCX-II acidic resin (1 g), eluting with methanol / dichloromethane (1 / 1), then 2M ammonia-methanol. The basic fractions were combined and the solvent was removed in vacuo. The crude product was purified by preparative thin layer chromatography, eluting with ethyl acetate / hexane (1 / 1), to give the title compound as a yellow solid (0.014 g, 32%).1H NMR (CDCI3, 500 MHz) delta 8.81 (s, 1 H), 8.51 (s, 1 H), 7.79 (s, 1 H), 7.30 (d, 2H, J = 8.5 Hz), 7.06 (s, 1 H), 7.02 (d, 2H, J = 8.5 Hz), 4.95 (t, 1 H, J = 5.2 Hz), 3.87 (s, 3H), 3.88-3.84
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/44162; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem