With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.130290-79-8,(Tetrahydro-2H-pyran-4-yl)methanamine,as a common compound, the synthetic route is as follows.
To a 500 mL three-neck RB flask equipped with a mechanical stirrer were charged the 4- chloro-3-nitrobenzenesulfonamide (23.7 g, 100 mmol), DIPEA (12.9 g, 100 mmol), (tetrahydro-2H-pyran-4-yl)methanamine( 11.5 g, 100 mmol) and acetonitrile (200 mL). The reaction mixture was adjusted to an internal temperature of 80 C and agitated for no less than 12 hours. The product solution was cooled down to 40 C and agitated for no less than 1 hour until precipitation observed. The product slurry was further cooled to 20 C. Water (80 mL) was slowly charged over no less than 1 hour, and the mixture cooled to 10 C and agitated for no less than 2 hours before collected by filtration. The wet cake was washed with 1:1 mix of acetonitrile:water (40 mL). The wet cake was rinsed with water (80 mL) at 40 C for no less than 1 hour before collected by filtration. The wet cake was rinsed with water (20 mL), and dried at 75 C under vacuum to give the 3 -nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide (24.5 g, 78%) as an orange solid. ?H NMR (400 MHz, DMSO) 8.60 (t, I = 5.9 Hz, 1H), 8.48 (d, I = 2.2 Hz, 1H), 7.84 (dd, I = 9.2, 2.0 Hz, 1H), 7.54-7.18 (m, 3H), 3.86 (dd, I = 11.3, 3.2 Hz, 2H), 3.35 (s, 2H), 3.27 (t, I = 10.9 Hz, 2H), 1.92 (ddd, I = 11.2, 7.4, 3.9 Hz, 1H), 1.62 (d, I =11.4 Hz, 2H), 1.27 (qd, I = 12.3, 4.4 Hz, 2H)., 130290-79-8
The synthetic route of 130290-79-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; LOU, Yan; (108 pag.)WO2019/40550; (2019); A1;,
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