Some common heterocyclic compound, 57381-37-0, name is 2-Bromo-5-chlorobenzonitrile, molecular formula is C7H3BrClN, 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. HPLC of Formula: C7H3BrClN
A microwave reaction vessel was charged with (3-(ethoxycarbonyl)phenyl)boronic acid (427 mg, 2.2 mmol), 2-bromo-5-chlorobenzonitrile (433 mg, 2 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (82 mg, 0.2 mmol), potassium phosphate tribasic (1.27 g, 6 mmol), and palladium(II) acetate (22.5 mg, 0.1 mmol) and was sealed. It was put under vacuum and filled with argon (3x repeated). Then the degassed toluene was added and the suspension was stirred at 80C for 2 hours. The reaction mixture was then allowed to cool to room temperature, diluted with 5 ml EtOAc and filtered through a thin bed of silica (0.3-0.5 mm) and eluted/washed with EtOAc (ca. 40 ml) and concentrated under reduced pressure. After Si02 flash chromatography, ethyl 4′-chloro-2′-cyano-[1,1′-biphenyl]-3-carboxylate was obtained as a off-white, crystalline solid (481 mg, 84.2%). MS (ESI): m/z = 286.1 [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 57381-37-0, its application will become more common.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BLEICHER, Konrad; HERT, Jerome; KROLL, Carsten; DEY, Fabian; (77 pag.)WO2018/189063; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts