Some common heterocyclic compound, 38487-85-3, name is 2-Amino-4-methoxybenzonitrile, molecular formula is C8H8N2O, 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
General procedure: In a 10-mL Schlenk tube, the mixture of 2-aminobenzonitriles 1 (1.0 mmol) and methyl 4,4-difluorobut-2-ynoate 2 (1.5 equiv.) was stirred in MeOH (2.0 mL) at 80 C for 12 h, then DBU (3.0 equiv.) was added and continued to be stirred at 80 C for another 1 h. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography (petroleum ether / ethyl acetate or dichloromethane 10:1 to 1:1 as the eluent) on silica gel to give the desired 2-difluoromethylated quinolines 3.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 38487-85-3, its application will become more common.
Reference:
Article; Fan, Zhenhua; Yang, Shanxue; Peng, Xin; Zhang, Cheng; Han, Jing; Chen, Jie; Deng, Hongmei; Shao, Min; Zhang, Hui; Cao, Weiguo; Tetrahedron; vol. 75; 7; (2019); p. 868 – 873;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts