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.
To a deoxygenated mixture of tert-butyl ( (5- (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolan-2- yl) pyridin-2-yl) methyl) carbamate (62.5 mg, 0.187 mmol) , 6-bromobenzo oxazol-2 (3H) -one (40.0 mg, 0.187 mmol) , cesium carbonate (183 mg, 0.561 mmol) in DMF (0.93 mL) was added PdCl2(dppf) (21 mg, 0.028 mmol) and water (0.033 mL, 1.9 mmol) and the resulting mixture was heated at 140 for 30 min under microwave irradiation. The mixture was cooled and partitioned between EtOAc and water. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated. The residue was purified by column chromatography on silica gel (0-5 MeOH in EtOAc) to afford the Boc protected intermediate. To a solution of this intermediate (18 mg, 0.053 mmol) in DCM (0.18 mL) was bubbled gaseous HCl for 1 min. The mixture was stirred for 1 h and then concentrated to afford the title compound. MS: m/z 242.24 (M + 1), 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; MERCK SHARP & DOHME CORP.; COOKE, Andrew J.; PITTS, Daniel; JOHNSON, Adam; BESHORE, Douglas C.; HURZY, Danielle; MITCHELL, Helen; FRALEY, Mark; MCCOMAS, Casey; SCHIRRIPA, Kathy; MERCER, Swati P.; NANDA, Kausik; MENG, Dongfang; WU, Jane; BABAOGLU, Kerim; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (156 pag.)WO2016/54807; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem