Synthetic Route of 50866-30-3, 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 50866-30-3 as follows.
To a solution of N,Nbis(4-methoxybenzyl)ethanesulfonamide (Example 361.0, 73.13 g, 0.209 mol, 1.2 equiv.) in anhydrous THF (600 mL) at -78C was added n-butyllithium (83.71 mL, 0.21 mol, 2.5 M solution in hexanes, 1.2 equiv.) via additional funnel slowly, and the resulting mixture was stirred for 10 mm. A solution of 5 -methylpyrazine-2-carbaldehyde (Example 376.1, 21.3 g, 0.17 mol, 1.0 equiv.) in anhydrous THF (150 mL) was then added, and the mixture was stirred at the same temperature for 45 mm and then allowed to warm to RT for 2 h. The reaction mixture was quenched by addition of aqueous ammonium chloride (200 mL) and extracted with EtOAc (2 x 2 L). The combined organic layers were washed with brine (2 x 500 mL). After drying over anhydrous Na2SO4, the filtrate was concentrated in vacuo to afford the initial product as an oil. The oil was purified by flash column chromatography (silica gel, 230-400 mesh) to afford the two isomers. The faster moving isomer (32 g as white solid) was obtained from the column with a gradient of 10 % to 30 % EtOAc in petroleum ether. 1H NMR (400 MHz, DMSO-d6) oe 8.61 (d, J 1.5 Hz, 1H), 8.51 (d, J= 1.5 Hz, 1H), 7.22-7.11 (m, 4H), 6.90-6.80 (m, 4H), 6.10 (d, J 5.9 Hz, 1H), 5.29 (dd, J= 5.9, 2.2 Hz, 1H), 4.36-4.16 (m, 4H), 3.73 (app s, 6H), 3.70-3.66 (m, 1H) 2.50 (merged with solvent peak, 3H) and 1.10 (d, J = 7.0 Hz, 3H). LCMS (ESI positive ion) m/z: 472.4 (M+H)t
According to the analysis of related databases, 50866-30-3, the application of this compound in the production field has become more and more popular.