Related Products of 55557-52-3,Some common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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.
Example 345-[(3-Cyanopyrazin-2-y[)amino]-N-(2-ethy[pheny[)-3-methy[- 1 ,2-thiazo[e-4- carboxamide A mixture of 5-amino-N-(2-ethy[pheny[)-3-methy[-1 ,2-thiazo[e-4-carboxamide [Intermediate 1] (150 mg, 0.57 mmo[, 1.4 eq), 3-ch[oropyrazine-2-carbonitri[e [CAS-RN: 55557-52-3] (57 mg, 0.41 mmo[, 1.0 eq) and cesium carbonate (307 mg, 0.94 mmo[, 2.3 eq) in 4.0 mL dioxane/DMF (7/1) was p[aced in a microwave via[ and f[ushed with argon. Then, pa[[adium(II) acetate (9 mg, 0.04 mmo[, 0.1 eq) andXantphos (24 mg, 0.04 mmo[, 0.1 eq) were added. The via[ was capped and the reaction mixture was stirred at an environmenta[ temperature of 110 C overnight. On coo[ing, the reaction mixture was partitioned between dich[oromethane and water. After fi[tration over Ce[ite, the organic phase was separated and concentrated in vacuo. The crude product was purified via preparative HPLC(method A) to give 47 mg (22 % yie[d of theory) of the tit[e compound.UPLC-MS (Method 1): Rt = 1.24 mm; MS (Elneg) m/z = 363 [M-H].1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 1.11 (t, 3H), 2.61 -2.82 (m, 5H), 7.09-7.31 (m, 3H), 7.46 (d, 1H), 8.20 (s br, 1H), 8.77 (d, 1H), 11.72 (s br, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloropyrazine-2-carbonitrile, its application will become more common.
Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; PRECHTL, Stefan; SIEMEISTER, Gerhard; WENGNER, Antje Margret; ACKERSTAFF, Jens; NOWAK-REPPEL, Katrin; BADER, Benjamin; LIENAU, Philip; STOeCKIGT, Detlef; WO2014/118186; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem