Extracurricular laboratory: Synthetic route of 36865-41-5

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

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 36865-41-5 as follows. SDS of cas: 36865-41-5

6-(tert- Butylsulfonyl)-4-chloroquinolin-7-ol (60 mg, 0.196 mmol), K2C03 (55 mg, 0.392 mmol) and l-bromo-3-methoxypropane (0.088 ml, 0.785 mmol) in DMF (1 ml) were heated to 70 C. The reaction mixture was partitioned between EtOAc and brine. The aqueous layer was extracted with EtOAc twice and the combined EtOAc layers were dried over Na2S04, filtered, and concentrated. The residue was purified via Biotage (SNAP Cartridge KP Sil lOg, 30-75% EtOAc/Hexane) to yield 6-(tert-butylsulfonyl)-4-chloro-7-(3- methoxypropoxy)quinoline (0.071 g, 0.185 mmol, 94 % yield). 1H NMR (400 MHz, DMSO-de) delta ppm 1.33 (s, 9 H) 1.99 – 2.08 (m, 2 H) 3.27 (s, 3 H) 3.58 (t, J=6.19 Hz, 2 H) 4.32 (t, J=6.19 Hz, 2 H) 7.73 (s, 1 H) 7.76 (d, J=4.80 Hz, 1 H) 8.65 (s, 1 H) 8.94 (d, J=4.55 Hz, 1 H), MS: m/z: 372.1 [M+H]+.

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; CASILLAS, Linda, N.; DEMARTINO, Michael, P.; HAILE, Pamela, A.; MEHLMANN, John, F.; RAMANJULU, Joshi, M.; SINGHAUS, Robert, Jr.; WO2014/43437; (2014); A1;,
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