With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.912368-73-1,(S)-tert-Butyl 3-(methylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.
To a solution of tert-butyl (3S)-3-(methylamino)piperidine-1-carboxylate 17a (1.0 g, 4.7 mmol) in THF (30 mL), indole-2-carboxylic acid (1.1 g, 7.0 mmol) and 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.3 g, 7.0 mmol) were added. The mixture was stirred at room temperature for 14 h. Ethyl acetate was added to the mixture. The solution was washed with saturated aqueous sodium hydrogen carbonate, water, and brine, dried over anhydrous sodium sulfate salt, and concentrated under reduced pressure. The residue was subjected to column chromatography using silica gel (60 g) and eluted with 20-60% ethyl acetate in hexane to obtain the title compound 18a (1.5 g, 92%) as an amorphous compound. 1H-NMR (400 MHz, CDCl3) delta: 9.32 (1H, br s), 7.67 (1H, d, J = 8.2 Hz), 7.43 (1H, d, J = 8.2 Hz), 7.30 (1H, t, J = 7.7 Hz), 7.15 (1H, t, J = 7.7 Hz), 6.86 (1H, s), 5.39-5.31 (1H, m), 3.75-3.55 (2H, m), 3.48-3.20 (5H, m), 2.28-2.02 (4H, m), 1.48 (9H, s) ;13C NMR (100 MHz, DMSO-d6) delta: 162.94, 153.92, 135.79, 130.14, 126.88, 123.23, 121.21, 119.69, 112.05, 104.17, 78.91, 59.69, 43.64, 42.67, 27.97, 27.43, 24.42; HRMS (Positive ESI) m/z 358.2141 (358.2125 calcd for C20H27N3O3 + H); EA Anal. calcd for C20H27N3O3. C,67.20; H, 7.61; N, 11.76. Found: C, 67.03; H, 7.69; N, 11.36; []D20 : -64.15 (c=1.004, CHCl3)., 912368-73-1
The synthetic route of 912368-73-1 has been constantly updated, and we look forward to future research findings.
Reference：
Article; Arita, Tsuyoshi; Asano, Masayoshi; Kubota, Kazufumi; Domon, Yuki; Machinaga, Nobuo; Shimada, Kousei; Bioorganic and Medicinal Chemistry Letters; vol. 29; 23; (2019);,
Piperidine – Wikipedia
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