Application of 219915-13-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 219915-13-6 as follows.
To a solution of 12 (0.89 g, 3.79 mmol) in anh. DMF (50 mL)under direct nitrogen bubble was added bis(tributyltin) (2.29 mL, 4.55 mmol) and Pd2dba3CHCl3(0.39 g, 0.38 mmol). Then, the reaction was stirred at 65 C for 2.5 h. After completion, the reaction wascooled to room temperature, and the solvent was removed in vacuo to give a black oil. The crude mixturewas resuspended in EtOAc (100 mL) and filtered over a celite pad. The filtrated was concentrated invacuo to give a brown oil. Then, the crude product was purified by flash column chromatography onsilica (0-70% EtOAc in hexanes) to give the pure product as a pale yellow oil (1.40 g, 93%); Rf = 0.64(1:1 EtOAc: Hex); 1H NMR (500 MHz, CDCl3)delta 8.46 (s, 1H), 8.11 (s, 1H), 3.65 (s, 3H), 1.20-1.31 (m, 6H),1.03-1.06 (m, 6H), 0.81-0.89 (m, 6H), 0.58-0.62 (m, 9H); 13C NMR (126 MHz, CDCl3) delta 188.5, 163.3, 158.5,128.7, 53.1, 28.9, 27.3, 13.6, 9.6; MS (ESI+) m/z calcd for C17H32N2OSn [M + H]+ 401.15, found: 401.18.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,219915-13-6, its application will become more common.
Reference:
Article; Yates, Mary K.; Chatterjee, Payel; Flint, Mike; Arefeayne, Yafet; Makuc, Damjan; Plavec, Janez; Spiropoulou, Christina F.; Seley-Radtke, Katherine L.; Molecules; vol. 24; 17; (2019);,
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