Reference of 431-38-9 ,Some common heterocyclic compound, 431-38-9, molecular formula is C3H6F3NO, 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.
A solution of 150 mg intermediate 6-[4-(difluoromethoxy)phenyl]-2-(3-fluorophenyl)-3-oxo-2,3- dihydropyridazine-4-carboxylic acid, 92.6 mg amino-1 ,1 ,1 -trifluoro-2-propanol, 273 mg HATU, 0.19 mL ethyldiisopropylamine and 2.2 mg 4-dimethylaminopyridine in 3 mL of DMF was stirred at room temperature for 48 hours. Then the reaction mixture was filtered and subjected to RP-HPLC (Instrument: Waters Autopurification MS SingleQuad; Colum: Waters XBrigde C18 5mu 100x30mm; eluent A: water + 0.2 vol % aqueous ammonia (32%), eluent B: acetonitrile; gradient: 0-5.5 min 5-100% B; flow 70 mL/min; temperature: 25 C; DAD scan: 210-400 nm) to yield 62 mg 6-[4-(difluoromethoxy)phenyl]-2-(3-fluorophenyl)-3-oxo-N-(3,3,3- trifluoro-2-hydroxypropyl)-2,3-dihydropyridazine-4-carboxamide. 1H NMR (400 MHz, DMSO-d6) delta ppm = 3.48 (br dd, 1 H), 3.69 – 3.81 (m, 1 H), 4.22 (br s, 1 H), 6.66 (br d, 1 H), 7.27 – 7.43 (m, 4 H), 7.55 (br d, 1 H), 7.58 – 7.66 (m, 2 H), 7.99 – 8.08 (m, 2 H), 8.67 (s, 1 H), 8.62 – 8.74 (m, 1 H), 9.66 (br s, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,431-38-9, its application will become more common.
Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM (DKFZ); SCHMEES, Norbert; GUTCHER, Ilona; IRLBACHER, Horst; BADER, Benjamin; ZHAO, Na; PLATTEN, Michael; (437 pag.)WO2017/202816; (2017); A1;,
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