Extracurricular laboratory: Synthetic route of 2-Amino-5-bromo-6-chloropyrazine

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-bromo-6-chloropyrazine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 173253-42-4, Application In Synthesis of 2-Amino-5-bromo-6-chloropyrazine

To a solution of 5-bromo-6-chloropyrazin-2-amine (0.600 g, 2.8 mmol, 1 eq.) and benzo[d]thiazol-6-ylboronic acid (0.412 g, 2.3 mmol, 0.8 eq.) in dioxane (8 mL) and water (2 mL) was added Na2CO3 (0.549 g, 5.18 mmol, 2 eq.). The reaction was purged with N2 and PdCl2(dppf)?DCM complex (0.117 g, 5 mol %). The reaction mixture was deoxygenated using N2 atmosphere and the reaction mixture was heated at 100 C. for 16 h under microwave irradiation. The reaction was monitored by TLC and LCMS The reaction mixture was diluted with water and extracted with ethyl acetate (3*100 mL). The separated organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product was purified by normal phase column chromatography to afford desired product (0.210 g, 28%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-bromo-6-chloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; GiraFpharma LLC; PHAM, Son Minh; CHEN, Jiyun; ANSARI, Amantullah; JADHAVAR, Pradeep S.; PATIL, Varshavekumar S.; KHAN, Farha; RAMACHANDRAN, Sreekanth A.; AGARWAL, Anil Kumar; CHAKRAVARTY, Sarvajit; (120 pag.)US2019/23666; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem