Electric Literature of 113305-94-5,Some common heterocyclic compound, 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, molecular formula is C5H4N4, 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.
1 E. Benzyl-{4-[(Z)-3-(5-cyano-yrazin-2-ylamino)-3-methylsulfanyl-acryloyl]-35- dimethoxy-henyl}-carbamic acid tert-butyl esterA solution of 2-amino-5-cyanopyrazine (1.25 g, 5.2 mmol) in THE (10 mL) was added slowly to a stirred slurry of NaH (60% in mineral oil) (0.21 g, 5.2 mmol) in THE (17 mL)at 0C. The mixture was stirred for 30 minutes at 0C then a solution of benzyl-[4-(3,3- bis-methylsulfanyl-acryloyl)-3,5-dimethoxy-phenyl]-carbamic acid tert-butyl ester (1 .7 g, 3.48 mmol) in THE (7 mL) was added dropwise and the reaction mixture was heated to 80C for 12 hours. The solution was allowed to cool to room temperature then water (40 mL) was carefully added and the mixture extracted with EtOAc (3 x 25 mL). The combined organic extracts were dried (Na2SO4) and evaporated under reduced pressure to leave a residue that was purified by column chromatography on neutral silica gel (60-120 mesh size) using 0-70% EtOAc/hexanes as the eluentto give thetitle compound (0.9 g, 46%).
The synthetic route of 113305-94-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ONCOTHYREON INC.; BOYLE, Robert, George; WALKER, David, Winter; BOYCE, Richard, Justin; PETERSON, Scott; FAROUZ, Francine; VO, Cong, Hung; WO2015/120390; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem