Simple exploration of 6-Bromoimidazo[1,2-a]pyrazine

The chemical industry reduces the impact on the environment during synthesis 6-Bromoimidazo[1,2-a]pyrazine. I believe this compound will play a more active role in future production and life.

Electric Literature of 912773-24-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 6-bromoimidazo[1,2-a]pyrazine 16 (2.0 g, 10.1 mmol) and (4-((tert-butoxycarbonyl)amino)phenyl) boronic acid (3.5 g, 14.8 mmol) in DME aqueous solution (DME : H2O = 2 : 1, 100 mL), were added Pd(PPh3)4 (578 mg, 0.5 mmol) and K2CO3 (2.8 g, 20.2 mmol). The solution was degassed with argon for 5 min and then stirred at 80 for 12 h. The reaction suspension was cooled to room temperature and filtered through Celite. The solvent was removed by rotary evaporation, the residue was treated with water and extracted with ethyl ether, then washed with brine, dried over by magnesium sulfate. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (MeOH/DCM, v/v = 1:100) to afford tert-butyl (4-(imidazo[1,2-a]pyrazin-6-yl)phenyl)carbamate (2.4 g, 7.7 mmol) as yellow solid, yielded 76.2%. 1H NMR (400 MHz, DMSO-d6) delta 9.46 (s, 1H), 9.09 (s, 1H), 9.06 (s, 1H), 8.03 (s, 1H), 7.90 (d, J = 8.8 Hz, 2H), 7.81 (s, 1H), 7.56 (d, J = 8.8 Hz, 2H), 1.47 (s, 9H). LC-MS (ESI) m/z 311 [M + H] +.

The chemical industry reduces the impact on the environment during synthesis 6-Bromoimidazo[1,2-a]pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Cui, Shengyang; Wang, Yongjin; Wang, Yuting; Tang, Xia; Ren, Xiaomei; Zhang, Lei; Xu, Yong; Zhang, Zhang; Zhang, Zhi-Min; Lu, Xiaoyun; Ding, Ke; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 470 – 482;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem