With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.
General procedure: To a stirred solution of tert-butyl 6-nitro-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-1carboxylate (CAS: 438200-95-4) (630 mg, 2.26 mmol), 2-(4-(methylsulfonyl)piperazin-1-ylethanol (CAS: 72388-13-7) (940 mg, 4.52 mmol) and PPh; (11186 mg, 4.52 mmol) in THF (30 mL) under Ar atmosphere at 0 C was added DEAD (984 mg, 5.65 mmol). The reaction mixture was stirred under Ar atmosphere at 50 C overnight. The reaction mixture was diluted with H2,O (50 mL) and extracted with EtOAc (3 X 50 mL). The combined organic extracts were washed with brine (SO mL), dried over anhydrous Na2SOuq,filtered and the filtrate was concentrated. The residue was purified bysilica gel chromatography (PE: EA = 1:1, v/v). The fractions were concentrated. The residue was dissolved in PE/EA(3/1, v/v, 20 mL), stirred at room temperature for 16 h, during which time white precipitate was formed. The mixture was filtered and the filter cake was collected to give intermediate 139 (1.36 g, 59% yield) as a white solid. Intermediates 212, 213, and 214 CHCI salt) were prepared respectively via an analogous reaction protocol as described for the preparation offollowing intermediates in the column ?Method used?, 19932-85-5
19932-85-5 6-Bromobenzo[d]oxazol-2(3H)-one 29859, abenzoxazole compound, is more and more widely used in various fields.
Reference£º
Patent; JANSSEN PHARMACEUTICA NV; JOHNSON & JOHNSON (CHINA) INVESTMENT LTD.; DAI, Xuedong; QUEROLLE, Olivier Alexis Georges; KROSKY, Daniel Jason; CAI, Wei; FU, Liqiang; KONG, Linglong; LIU, Yingtao; WAN, Zhao-Kui; HERKERT, Barbara; PANDE, Vineet; EDWARDS, James Patrick; PATRICK, Aaron Nathaniel; ANGIBAUD, Patrick Rene; PONCELET, Virginie Sophie; (488 pag.)WO2019/120209; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem