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 58534-95-5 as follows. Computed Properties of C6H5BrFN
Step 4: N-(3-bromo-2-fluoroph pane-l-sulfonamideTo a stirred solution of 3-bromo-2-fluoroaniline (3 g, 0.0158 mol) in dichloromethane (300 mL) were added dropwise pyridine (12.53 mL, 0.158 mol) and 3-fluoropropane-l-sulfonyl chloride (7.64 mL, 0.047 mol) at 0C. To the resulting mixture was added DMAP (0.387 g, 0.00317 mol) at 0C. The reaction mixture was stirred overnight at room temperature. Water (500 mL) was added and the reaction mixture was extracted with DCM (2×100 mL). The combined organic layers were washed with IN HCI (50 mL) followed by brine and dried over anhydrous sodium sulfate, then filtered. The filtrate was evaporated under reduced pressure and the crude product was purified using column chromatography (100-200 mesh silica gel, 10% EtOAc in hexane) to afford the title compound (3.4 g, 69%). *H NMR (400 MHz, DMSO-d6) : delta 9.99 (s, 1H), 7.54 (t, J = 7.6 Hz, 1H), 7.42 (t, J = 8.4 Hz, 1H), 7.16 (t, J = 8.4 Hz, 1H), 4.61 (t, J = 3.2 Hz, 1H), 4.49 (t, J = 4.0 Hz, 1H), 3.25 (t, J = 5.6 Hz, 2H), 2.16-2.03 (m, 2H) ; ESI-MS : Calculated mass: 312.96; Observed mass: 314.0 [M+H]+.
According to the analysis of related databases, 58534-95-5, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary