These common heterocyclic compound, 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, 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. category: nitriles-buliding-blocks
[0245] A mixture of 3-fluoro-4-mtrobenzonitrile (2.85 g, 17.13 mmol), 4-(2,4- difluorophenoxy)piperidine, HC1 (3.889 g, 15.58 mmol), and ACN (19.47 mL) was heated to 80C and stirred for 12 hours, then filtered and concentrated in vacuo to afford nitro- intermediate 3-(4-(2,4-difluorophenoxy)piperidin-l-yi)-4-nitrobenzonitrile. Tlie (crude) nitro- intermediate was taken up in a 1 : 1 mixture of THF and Me OH (0.17 M, 90 mL). Ammonium chloride (12.50 g, 234 mmol) and zinc (15.28 g, 234 mmol) were added and the reaction mixture was stirred at RT for 2 hours, then filtered and concentrated in vacuo. The concentrate was diluted with water, basified with 1 M (aq) NaOH, extracted with EtOAc, dried over Na?.S04, filtered, and concentrated in vacuo to give the title compound as a viscous brown oil that solidified after 2 days (4.815 g, 94%).
The synthetic route of 3-Fluoro-4-nitrobenzonitrile 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;,
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