With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.132244-31-6,5-Bromobenzo[d]oxazole,as a common compound, the synthetic route is as follows.
To a solution of 5-bromobenzo[d]oxazole (1.2 g, 6.06 mmol, 1 eq.) in DMF (10 mL) was added 5-(4,4,5,5-bis(pinacolato)diboron (1.68 g, 1.66 mmol, 1.1 eq.), KOAc (1.7 g, 18.09 mmol, 3 eq.), PdCl2(dppf).DCM (247 mg, 0.23 mmol, 0.05 eq.). The reaction mixture was deoxygenated with N2 and the reaction mixture was stirred at 80 C. overnight. The reaction was monitored by LCMS and found to be complete after 18 h. The reaction mixture was cooled to RT, diluted with water (50 mL) and extracted with ethyl acetate (2*50 mL). Combined organic layer was washed with brine (20 mL) and dried over sodium sulfate. Removal of solvent under reduced pressure gave crude which was purified by Combi-Flash (0-100% EtOAC-Hexane) to afford the desired product (900 mg, 60%) as off white solid.
As the paragraph descriping shows that 132244-31-6 is playing an increasingly important role.
Reference£º
Patent; GiraFpharma LLC; PHAM, Son Minh; CHEN, Jiyun; ANSARI, Amantullah; JADHAVAR, Pradeep S.; PATIL, Varshavekumar S.; KHAN, Farha; RAMACHANDRAN, Sreekanth A.; AGARWAL, Anil Kumar; CHAKRAVARTY, Sarvajit; (314 pag.)US2019/23702; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem