With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.351005-12-4,5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide,as a common compound, the synthetic route is as follows.
5-Bromo-1 ,3-dihydro-benzo(c)thiophene 2,2-dioxide (500 mg, 2.02 mmol), the previously synthesized tert-butyl 2-(bromozincio)acetate (7.60 m L, 6.07 mmol) and dry THF (5 mL) were placed in flask, the mixture was degassed by nitrogen bubbling for 5 mm. Then Pd2(dba)3 (185 mg, 0.20 mmol) and XPhos (193 mg, 0.41 mmol) were incorporated and the reaction mixture was stirred at 75C for 1 h. The mixture was cooled to rt, EtOAc and water was added and the two-phase mixture was filtered through a pad of Celite. The phaseswere separated, the organic layer was dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was purified by column chromatography eluting with a gradient of Cyclohexane/EtOAc from [100:0] to [70:30]. The product fractions were combined and concentrated to dryness. The residue was triturated with Cyclohexane/Et20 [1:1], filtered and dried under vacuum at 40C. The product tert-butyl 2-(2,2-dioxo-1 ,3-dihydro-2- benzothiophen-5-yl)acetate Ex.46a (421 mg, 74%) was isolated as a white fluffy solid. 1 H NMR (300 MHz, DMSO-d6, d in ppm): 1 .39 (s, 9H), 3.58 (s, 2H), 4.46 (s, 2H), 4.48 (s, 2H), 7.22-7.25 (m, 2H), 7.32 (d, 1 H, J=7.5Hz).
351005-12-4, The synthetic route of 351005-12-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
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