New downstream synthetic route of 97329-43-6

According to the analysis of related databases, 97329-43-6, the application of this compound in the production field has become more and more popular.

Related Products of 97329-43-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 97329-43-6 as follows.

To a stirred solution of 3-bromo-6-chloropyrazin-2-amine (0.3 g, 1.43 mmol) in THF:H2O (20 ml, 9:1), and mixture of boronic acid and ester (0.3 g, crude), sodium carbonate (0.46 g, 4.31 mmol) were added. The reaction mixture was degassed with argon for a 10 minutes and Pd(PPh3)4 (0.16 g, 0.14 mmol) was added. The reaction mixture was degassed again with argon and heated at 80 C. with stirring for 12 h. Progress of the reaction was monitored by TLC, which showed complete consumption of starting material. The reaction mixture was allowed to cool to room temperature and concentrated. The residue was diluted with water (20 mL) and the extracted with EtOAc (3*20 mL). The combined organic layer was washed with brine (40 mL), dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography [silica gel (100-200 mesh), gradient 4% to 6% ethyl acetate in hexane] to give 6-chloro-3-(2-chloro-3-methylphenyl)pyrazin-2-amine (0.28 g, 76%) as a yellow solid. MS (ESI+ve): 253.92 1H-NMR (400 MHz; DMSO-d6): delta 7.82 (s, 1H), 7.44-7.46 (d, J=7.20 Hz, 1H), 7.32-7.36 (t, J=7.6 Hz, 1H), 7.20-7.22 (d, J=6.8 Hz, 1H), 6.51 (bs, 2H), 2.40 (s, 3H).

According to the analysis of related databases, 97329-43-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Krouzon Pharmaceuticals, Inc.; Volkmann, Robert; Marfat, Anthony; Nelson, Frederick; Zagouras, Panayiotis; (44 pag.)US2019/77792; (2019); A1;,
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