Synthetic Route of 405224-23-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 405224-23-9, name is 5-Bromo-2-chloronicotinonitrile. A new synthetic method of this compound is introduced below.
To a solution of 5-bromo-2-chloronicotinonitrile (1.0 equiv.) in THF and water (4:1, 0.2M) was added potassium carbonate (3.0 equiv.) and 4-methyl-3-(4,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)aniline (1.0 equiv.) and the solution was degassed with Argon. PdCl2(dppf)-DCM (0.1 equiv.) was added and the solution was refluxed at 90 C for 24 hours. Upon cooling to room temperature, the reaction was partitioned between 1:1 EtOAc/n- heptanes and H2O, mixed, separated, washed with NaCl (sat.) , dried over MgSO4, filtered, concentrated and purified by ISCO SiO2 chromatography (0-80% EtOAc/n-heptanes) to yield 5-(5-amino-2-methylphenyl)-2-chloronicotinonitrile in 82% yield. LCMS (m/z) (M+H) = 243.9, Rt = 0.56 min.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,405224-23-9, its application will become more common.
Reference:
Patent; NOVARTIS AG; BARSANTI, Paul Andrew; BURGER, Matthew T.; LOU, Yan; NISHIGUCHI, Gisele A.; POLYAKOV, Valery Rostislavovich; RAMURTHY, Savithri; SUBRAMANIAN, Sharadha; TAFT, Benjamin R.; TANNER, Huw Rowland; WAN, Lifeng; (180 pag.)WO2016/38583; (2016); A1;,
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