Synthetic Route of 10406-25-4,Some common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, molecular formula is C8H8N2, 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.
a) Preparation of N-benzenesulfonyl-D-leucyl-L-proline- [(4-cyanophenyl)methyl] amide[0170] N- benzenesulfonyl- D- leucyl- L- proline (737mg) , p- aminomethyl cyanophenyl hydrochloride (337mg) andDIEA (569mg) were dissolved in DMF (20ml) , cooled down to 0C under the protection of nitrogen, HOBt (270mg) andEDCI (460mg) were added. The resulting mixture was stirred at 0C for 20min and allowed to warm up naturally to roomtemperature and react for 5 hours. The organic layer was washed in turn with 5% potassium hydrosulphate solution,saturated sodium hydrogencarbonate solution and saturated saline solution, dried over anhydrous sodium sulfate, filteredand concentrated under reduced pressue to give 1.1g crude product, which was purified with column chromatographyto give a colourless oil (650mg, yield: 67.3%) .Rf = 0.65Developer: petroleum ether: ethyl acetate = 1: 1Color development: ultraviolet and iodineMS: 505 (M+Na+)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Aminomethyl)benzonitrile, its application will become more common.
Reference:
Patent; Shanghai Institute of Pharmaceutical Industry; Li, Min; LI, Min; SHAN, Hanbin; HUANG, Yu; YUAN, Zhedong; YU, Xiong; EP2639230; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts