Some common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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. 19745-07-4
To a solution of NaH (0.755 g> 18.88 mmol) in THF (55 mL) was added benzyl mercaptan (1.5 mL, 12.68 mmol) at o ¡ãC. The reaction mixture was diluted with THF (20 mL) and stirred at o ¡ãC for 10 minutes. Then a solution of 2,5-dichloropyrazine (1.370 mL, 13.42 mmol) in THF (10 mL) was added dropwise. The reaction mixture was stirred at o ¡ãC for 1 hour, then warmed to room temperature and stirred for 16 hours. The reaction mixture was cooled to o ¡ãC, MeOH (1 mL) was added carefully and stirred for 5 minutes. Water (20 mL), then DCM (150 mL) was added and the biphasic mixture was passed through a phase separator. The organic phase was concentrated in vacuo. The crude product was purified by chromatography on silica gel (40 g column, 0-3percent EtOAc/isohexane) to afford the title compound (2.373 g, 72 percent) as a clear yellow oil. NMR (DMSO-d6) delta 8.68 (d, J = 1.5 Hz, lH), 8.49 (d, J = 1.5 Hz, lH), 7.43 – 7.39 (m, 2H), 7.34 – 7.29 (m, 2H), 7.28 – 7.23 (m, lH), 4.46 (s, 2H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19745-07-4, its application will become more common.
Reference:
Patent; INFLAZOME LIMITED; COOPER, Matthew; MILLER, David; MACLEOD, Angus; VAN WILTENBURG, Jimmy; THOM, Stephen; ST-GALLAY, Stephen; SHANNON, Jonathan; (352 pag.)WO2019/8025; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem