With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.701-16-6,5-Fluoro-2-methylbenzo[d]oxazole,as a common compound, the synthetic route is as follows.
701-16-6, [0398] To a stirred mixture of Comp-50c (0.2 g, 1.32 mmol) in THF (20 mL) was added solution of i-BuOK (2 mL, 1 M in THF) at 0 C. Comp-8b(0.26 g, 1.32 mmol) was added portion wise and the reaction mixture was stirred at room temperature for 2 h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was quenched with H20 (5 mL) and extracted with EtOAc (50 mL X 2). The organic layer was washed with brine, separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude obtained was purified by column chromatography (silica, 100-200 mesh, 10-20% EtOAc in hexane) to afford (E)-2-(2-(2,5-dimethyl-l-phenyl-lH-pyrrol-3-yl)vinyl)- 5-fluorobenzo|d]oxazole (47, 0.04 g, 10%) as a yellow solid. (0698) [0399] HPLC purity : 99.79% (0699) [0400] MS(ESI) m/e [M+H]+ Rt %: 333.0/2.32/95.5% (0700) [0401] 1H NMR (400 MHz, CD() delta 1.99 – 2.04 (m, 3 H), 2.12 – 2.17 (m, 3 H), 6.21 – 6.30 (m, 1 H), 6.57 – 6.64 (m, 1 H), 6.92 – 7.00 (m, 1 H), 7.16 – 7.22 (m, 2 H), 7.33 – 7.40 (m, 1 H), 7.41 – 7.53 (m, 3 H) 7.61 – 7.90 (m, 2 H).
The synthetic route of 701-16-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ALPINE ANDROSCIENCES, INC.; PATIL, Santhosh N.; SARMA, Bugga VNBS; (148 pag.)WO2019/152731; (2019); A1;,
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