Synthetic Route of 20249-16-5,Some common heterocyclic compound, 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, molecular formula is C5H5NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
[0467] Synthesis of 3-hydroxy-3-((trimethylsilyl)ethynyl)cyclobutanecarbonitrile (108B): At -78C, n-BuLi (1.6M in hexane, 3.8ml) was added dropwise to a stirred solution of trimethylsilylacetylene (0.99ml, 7.0mmol) in THF(4ml) over 3 minutes. The reaction was stirred for 55rnin at -78C. Compound 108A in 1ml THF was added. The reaction was stirred at -78C for 2 hours. The reaction was quenched with saturated aqueous NH4CI solution, extracted with EtOAc. The organic layer was dried with MgSC and concentrated. The resultant crude was purified by column chromatography on silica to afford compound 108B.
The synthetic route of 20249-16-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GILEAD SCIENCES, INC.; BRIZGYS, Gediminas; CANALES, Eda; HALCOMB, Randall, L.; HU, Yunfeng, Eric; KATO, Darryl; LINK, John, O.; LIU, Qi; SAITO, Roland, D.; TSE, Winston, C.; ZHANG, Jennifer, R.; (253 pag.)WO2016/33243; (2016); A1;,
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