With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.
914988-10-6, To a stirred solution of sodium bis(trimethylsilyl)amide (1.0M in tetrahydrofuran) (5.89 mL, 5.89 mmol) in tetrahydrofuran (4 mL) at -78C was added slowly tert-butyl 3-cyano-4-oxopiperidine- 1 -carboxylate (1.2 g, 5.35 mmol) in tetrahydrofuran (3 mL). The reaction mixture was stirred for 30 minutes and then treated over 15 minutes with a solution of 1 , 1 , 1 -trifluoro-N-phenyl-N- ((trifluoromethyl)sulfonyl)methanesulfonamide (2.103 g, 5.89 mmol) in tetrahydrofuran (5 mL). The mixture was stirred at -78C for 1.5 hours, allowed to warm to room temperature for 30 minutes and quenched by the addition of water (12.5 mL). The mixture was extracted with ether, and the organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by falsh chromatography on Analogix IntelliFlash280 eluting with 5 – 50% ethyl acetate/hexanes to afford the title compound (-85% pure). MS (ESI+) m/z 374 (M+NH4)+.
The synthetic route of 914988-10-6 has been constantly updated, and we look forward to future research findings.
Reference：
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem