Some common heterocyclic compound, 86770-80-1, name is 3,3-Difluorocyclobutanecarbonitrile, molecular formula is C5H5F2N, 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. Product Details of 86770-80-1
A solution of 3,3-difluorocyclobutane-l-carbonitrile (1 g, 8.54 mmol) in ethanol (15 mL) was treated with hydroxylamine (50% in water) (5.25 mL, 86.0 mmol) and stirred at 80 C for 3 h. The reaction mixture was allowed to cool and then concentrated in vacuo. The residue was partitioned between DCM (10 mL) and water (10 mL). The organic phase was separated, the aqueous phase was extracted with DCM (3 x 5 mL),. The product re-extracted with 1 : 1 IPA/CHCI3 (3 x 60 mL), organic separated and dried over sodium sulfate and concentrated in vacuo to afford the title compound as an orange gum (545 mg,42%). 1H NMR (500 MHz, DMSO-d6) delta 9.07 (s, 1H), 5.44 (s, 2H), 2.84 – 2.59 (m, 5H). LCMS (ES+) RT 0.25 min, 151.0 (M+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 86770-80-1, its application will become more common.
Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki, Peter; BRACE, Gareth, Neil; BROWN, Julien, Alistair; CALMIANO, Mark, Daniel; CHOVATIA, Praful, Tulshi; DELIGNY, Michael; GALLIMORE, Ellen, Olivia; HEER, Jag, Paul; JACKSON, Victoria, Elizabeth; KROEPLIEN, Boris; MAC COSS, Malcolm; QUINCEY, Joanna, Rachel; SABNIS, Yogesh, Anil; SWINNEN, Dominique, Louis, Leon; ZHU, Zhaoning; WO2015/86526; (2015); A1;,
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