Electric Literature of 880870-13-3, 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 880870-13-3 as follows.
Step 1: Preparation of l-(4-(6-chloro-4-methoxypyridin-3-yl)-2-fluorophenyl)pyrrolidin-2- one. [0802] A mixture of 5-bromo-2-chloro-4-methoxypyridine (219 mg, 0.983 mmol), l-(2- fluoro-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)pyrrolidin-2-one (300 mg, 0.983 mmol), Pd(dppf)Cl2 (72 mg, 0.098 mmol) and Na2C03 (313 mg, 2.95 mmol) in dioxane (4 mL) and water (1 mL) was degassed and purged with N2 for 3 times. And the resulting reaction mixture was stirred at 90 C for 4 hours under N2 atmosphere. A black suspension was formed. LCMS showed the purity of the desired product is 63% (Rt = 0.823 min; MS Calcd: 320.1; MS Found: 320.9 [M+H]+). The reaction mixture was diluted with water (10 mL). The aqueous layer was extracted with EtOAc (30 mL x3). The combined organic layer was washed with water (20 mL x2), brine (40 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue was purified by Combi Flash (20% to 80% EtOAc in PE) to give 1-(4-(6-chloro-4-methoxypyridin-3-yl)-2-fluorophenyl)pyrrolidin-2-one (230 mg, yield: 78%) as a yellow solid. NMR (400 MHz, CDCb) d 2.20-2.28 (2H, m), 2.60 (2H, t, J= 8.0 Hz), 3.84-3.89 (2H, m), 3.90 (3H, s), 6.92 (1H, s), 7.24-7.33 (2H, m), 7.49 (1H, t, J= 8.0 Hz), 8.19 (1H, s).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,880870-13-3, its application will become more common.
Reference:
Patent; PETRA PHARMA CORPORATION; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; KESICKI, Edward A.; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (450 pag.)WO2019/126731; (2019); A1;,
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