These common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, 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. 55557-52-3
General procedure: In a degassed solution of DME/water 2:1 (12mLmmol-1 of diazine), was introduced S-Phos (10mol%) and Pd(OAc)2 (5mol%). The solution was heated at 80C for 10min and sodium carbonate (4equiv), the arylboronic species (1.05 or 1.50equiv) and 3-chloropyrazine-2-carbonitrile (1equiv) were added. The solution was then refluxed (15min or overnight) under argon. The resulting solution was filtrated on celite and washed with ethyl acetate and water. The aqueous phase was then extracted 3 times with ethyl acetate. The combined organic phases were washed with water, dried over MgSO4 and evaporated to dryness. The residue was purified by silica gel chromatography to give the desired product.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 55557-52-3.
Reference:
Article; Fresneau, Nathalie; Dumas, Noe; Tournier, Benjamin B.; Fossey, Christine; Ballandonne, Celine; Lesnard, Aurelien; Millet, Philippe; Charnay, Yves; Cailly, Thomas; Bouillon, Jean-Philippe; Fabis, Frederic; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 386 – 396;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem