Extracurricular laboratory: Synthetic route of 13301-04-7

The chemical industry reduces the impact on the environment during synthesis Methyl 3,6-dibromopyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.

Electric Literature of 13301-04-7, 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. 13301-04-7, name is Methyl 3,6-dibromopyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

To a dimethylformamide (160 ml) solution of 3,6-dibromopyrazine-2-carboxylic acid methyl ester (4.0 g, 13.5 mmol), 4-fluorothiophenol(1.36 ml, 12.8 mmol)) and potassium carbonate (1.86 g, 13.5 mmol) were added and the mixture was stirred for 2 hours at room temperature. The reaction solution was poured into water, extracted with ethyl acetate and washed (with water and brine, in this order), dried (over anhydrous magnesium sulfate), filtered and concentrated to obtain a residue, which was purified by silica gel column chromatography [developing eluent: hexane: ethyl acetate = 20:1 to 10:1] to obtain 6-bromo-3-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester (1.62 g) in the form of colorless powder. MS (ESI/APCI Dual): 343 (M+1) 1H NMR (300 MHz, CDC13) delta ppm 4.06 (s, 3 H) 6.99 – 7.25 (m, 2 H) 7.41 – 7.59 (m, 2 H) 8.43 (s, 1 H)

The chemical industry reduces the impact on the environment during synthesis Methyl 3,6-dibromopyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Taisho Pharmaceutical Co. Ltd.; Nissan Chemical Industries, Ltd.; EP2157090; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem