118431-88-2,Some common heterocyclic compound, 118431-88-2, name is 3-Cyclopropyl-3-oxopropanenitrile, molecular formula is C6H7NO, 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.
To a solution of 3-cyclopropyl-3-oxopropaneni- trile (0.74 g, 7.6 mmol) and quinolin-5-yl-hydrazine (prepared from Example 4 step a, 1.0 g, 6.3 mmol) in ethanol (5 mE) was heated at 80 C. for 3 h with stirring. Afier cooling to room temperature, 20% aqueous sodium hydroxide (1.5 mE) was added to the reaction mixture and heated at 70 C. for 3 h. The mixture was cooled to room temperature and concentrated in vacuo. The crude residue was dissolved in 1:1 dichloromethane/methanol (40 mE) and the phases were separated. The organic layer was dried (Na2504), and filtered through a pad of Celite. The filtrate was concentrated in vacuo and the crude material was purified by flash chromatography (5i02, 1-10% methanol containing 10% ammonium hydroxide in dichloromethane) to give the desired product (0.80 g, 3.2 mmol, 50%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 118431-88-2, its application will become more common.
Reference:
Patent; ChemoCentryx, Inc.; Cappel, Markus; (83 pag.)US2018/9797; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts