With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182223-54-7,4-Cbz-Aminopiperidine,as a common compound, the synthetic route is as follows.
Triethylamine (1.5 mL) was added to a dichloromethane (30 mL) solution of 1-benzylpiperidin-4-ylcarbamate (580 mg) at 0 C. followed by the dropwise addition of chlorosulfonic acid (290 muL; TCI), the resulting mixture was stirred at room temperature for 4 hours, and the solvent was evaporated under reduced pressure. Benzene (32 mL) and phosphorus pentachloride (0.7 g; WAKO) were added to this residue and the resulting mixture was stirred at 80 C. for 1.5 hours. The reaction mixture solution was cooled to room temperature followed by the addition of 1 N aqueous sodium hydroxide solution (10 mL), the resulting mixture was extracted with dichloromethane, the organic layer was dried, then the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Yamazen; hexane/ethyl acetate). 30 mg of this purified compound was dissolved in dichloromethane (0.4 mL) followed by the addition of 3,5-lutidine (0.4 mL; WAKO) and methylamine (2 M, 70 muL; Ald) and the resulting mixture was stirred at room temperature for 24 hours. 1 N hydrochloric acid (2 mL; WAKO) was added to the reaction mixture solution, the resulting mixture was stirred for approx. 10 minutes, then the reaction mixture was extracted with dichloromethane, the organic layer was dried, and then the solvent was evaporated under reduced pressure. The title compound was obtained from this residue according to the method described in Step c of Reference Example N-14.(LCMS: 194.1 (MH+); retention time: 0.27 min; LCMS; condition A), 182223-54-7
182223-54-7 4-Cbz-Aminopiperidine 1514304, apiperidines compound, is more and more widely used in various fields.
Reference£º
Patent; ASAHI KASEI PHARMA CORPORATION; US2010/261701; (2010); A1;,
Piperidine – Wikipedia
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