The origin of a common compound about 59489-71-3

The chemical industry reduces the impact on the environment during synthesis 2-Amino-5-bromopyrazine. I believe this compound will play a more active role in future production and life.

Application of 59489-71-3, 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. 59489-71-3, name is 2-Amino-5-bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows.

2-amino-5-bromopyrazine (5.25g, 30mmol,1 eq.) and phenyl- boronic acid (5.5 g, 45mmol, 1.5 eq.) were dissolved in toluene (100 mL) and stirred at room temperature. Ethanol (20 mL) and 1 M Na2CO3 aq. (48 mL) were added to the reaction mixture. After vacuum deaeration and argon gas protection, bis-(triphenylphosphine) palladium(II) chloride (300 mg, 0.43 mmol, 5.5% of 2-amino-5-bromopyrazine) in 10 mL of toluene was added to the solution and the mixture was deaerated again and stirred for 2 hours at 105 C under argon atmosphere. After cooling to room temperature, the solution was filtered through a diatomite pad to remove the palladium catalyst. The solution was extracted with ethyl acetate, and the brown organic phase was washed with water and brine, dried over Na2SO4 and evaporated.The resulting residue was purified by silica gel column chromatography using petroleum ether/ethyl acetate 1/1, v/v , affording 2-amino-5-phenylpyrazine (7) as a yellow solid (4.8g, 92.8%).1HNMR (DMSO-d6, 300 MHz): delta8.50 (s, 1H), 7.97 (s, 1H), 7.90 (d, 2H,J=7.8Hz), 7.44-7.39 (t, 2H), 7.32-7.28 (t, 1H), 6.55 (s,2H); ESI-MS calcd. for C10H9N3: 171.1, found: 173.2 (M+2H+).

The chemical industry reduces the impact on the environment during synthesis 2-Amino-5-bromopyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yuan, Ming-Liang; Jiang, Tian-Yu; Du, Lu-Pei; Li, Min-Yong; Chinese Chemical Letters; vol. 27; 4; (2016); p. 550 – 554;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem