Application of 946493-27-2, These common heterocyclic compound, 946493-27-2, name is 3,5-Dimethylpyrazine-2-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
[0443] To a 4 mL scintillation vial equipped with a stir bar was charged 3,5-dimethylpyrazine- 2-carboxylic acid (23.4 mg, 0.167 mmol), DMF (0.5 mL), HATU (66.4 mg, 0.174 mmol) and DIPEA (0.08 mL, 0,455 mmol). The mixture was stirred for 5 minutes at ambient temperature and then a solution of 3-amino-4-(4-(2,4-difluorophenoxy)piperidin-l -yl)benzonitrile (50 rng, 0.152 mmol) in DMF (0.5 mL) was added in a single portion. The reaction mixture was stirred at 70C overnight, then cooled to ambient temperature, and diluted with water (2 mL). The mixture was sonicated and stirred until a residue was observed around the inside of the vessel. The liquids were decanted, leaving an oily residue to which was added MeOH (~1 mL). The mixture was heated until it became a translucent solution and was then sonicated and stirred at ambient temperature until a precipitate was observed. The material was filtered and the solids were washed with minimal MeOH, collected, and dried under vacuum to give the title compound as a white solid (25.7 mg, 37%). NMR (400 MHz, DMSO-ifc) delta ppm 1.88 – 2.02 (m, 2 H), 2.10 – 2.24 (m, 2 H), 2.59 (s, 3 H), 2.85 – 3.00 (m, 5 H), 3.10 – 3.22 (m, 2 H), 4,47 – 4.64(m, 1H), 6.97 – 7.09 (m, i H), 7,27 – 7,45 (m, 3 H), 7.60 (dd, J=8.34, 2.02 Hz, 1H), 8.55 (s. 1H), 8.70 (d,./ 1.77 Hz, 1H), 10.71 (s, 1H); ESI-MS m/z [M i l . 464.2,
The synthetic route of 946493-27-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyrazine – Wikipedia,
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