Electric Literature of 4426-11-3,Some common heterocyclic compound, 4426-11-3, name is Cyclobutanecarbonitrile, molecular formula is C5H7N, 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.
Example 116A 1-[4-(trifluoromethyl)pyridin-2-yl]cyclobutanecarbonitrile 2-Fluoro-4-(trifluoromethyl)pyridine (0.731 mL, 6 mmol) and cyclobutane-carbonitrile (0.841 mL, 9.00 mmol) were dissolved in toluene (10 mL). 0.5M KHMDS (18.00 mL, 9.00 mmol) in toluene was added, and the reaction stirred at ambient temperature for 3 days. The reaction mixture was quenched with water and extracted three times with diethyl ether. The combined organic layers were washed with brine, dried with MgSO4, filtered, and concentrated. The residue was chromatographed on an AnaLogix SF25-60 g column and eluted with 10% EtOAc in hexanes to give Example 116A (0.88 g, 3.89 mmol, 64.8% yield). MS (DCI+): m/z 227.2 (M+H), 244.1 (M+NH4). 1H NMR (300 MHz, DMSO-d6) delta 8.93 (d, J=5.0 Hz, 1H), 7.96-7.90 (m, 1H), 7.82 (ddd, J=5.1, 1.5, 0.7 Hz, 1H), 2.90-2.68 (m, 4H), 2.35-2.21 (m, 1H), 2.13-2.00 (m, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Cyclobutanecarbonitrile, its application will become more common.