With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.
Method 0 : 4-bromo-2- (hydroxymethyl) -N- (2,2,2- trifluoroethyl) benzamide; [00134] To a stirred suspension of aluminium trichloride (4.07 g, 30.5 mmol) in dichloroethane (60 ml) cooled to 5C under a nitrogen atmosphere was added the solution of trifluoroethylamine (5.84 g, 38.7 mmol) at such a rate to keep the temperature of the reaction mixture below 100C. After complete addition the reaction mixture was allowed to warm up to room temperature and stirred at this temperature for 4 hours. After this time bromophthalide powder (5 g, 23.5 mmol) was added in one portion and the reaction mixture was then heated to 800C for 18 hours. TLC showed complete conversion from starting material to product and the reaction was carefully quenched with iced water (100 ml) and stirred for 30 minutes until all the ice melted. Dichloromethane was added and the mixture was filtered through a pad of silica and washed with copious amounts of DCM to remove the aluminium residues. The filtrate was separated and the aqueous layer was further extracted with DCM (2 x 100 ml) . The organic layers were combined and dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the title compound as an off-white powder (3.37 g, 46% yield) . 1H NMR (DMSO D6, 400 MHz) 4.02-4.11 (2H, m) , 4.60-4.61 (2H, m) , 5.43- 5.46 (H, m) , 7.36-7.39 (H, d) , 7.55-7.57 (H, m) , 7.76 (H, s) and 9.09-9.12 (H, m) ; MS (ES+) 312, (ES”) 310., 64169-34-2
The synthetic route of 64169-34-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/128009; (2008); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem