With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50585-89-2,Methyl piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.
Compound 4 (200 mg, 0.56 mmol), methyl 3-piperidinecarboxylate (80.2 mg, 0.56 mmol), triethylamine (0.25 mL, 1.68 mmol) and potassium iodide (11 mg, 0.067 mmol) were suspended in acetonitrile (10 mL) in a 15 mL tube. The mixture was stirred at room temperature for 4 h. The reaction was followed by TLC (DCM:MeOH = 100:1, Rf = 0.4). The solvent was steamed out from the mixture upon the completion of the reaction. The crude product was purified by flash chromatography (DCM:MeOH = 90:1) to yield compound 5e in the form of a yellow solid (167 mg, 71%). 1H NMR (600 MHz, Chloroform-d) delta = 8.60 (ddd, J = 1.9, 4.3, 8.9, 1H), 8.30 (s, 1H), 7.93 (dd, J = 1.8, 8.3, 1H), 7.83 (d, J = 8.2, 1H), 7.54 (dd, J = 3.0, 6.2, 1H), 7.45 (td, J = 4.3, 6.1, 7.4, 1H), 3.68 – 3.61 (m, 5H), 2.90 (d, J = 11.4, 1H), 2.60 (d, J = 11.3, 1H), 2.28 (d, J = 10.6, 1H), 2.13 (t, J = 11.1, 2H), 1.91 (d, J = 12.9, 1H), 1.76 – 1.70 (m, 1H), 1.59 (d, J = 12.1, 1H), 1.48 (d, J = 13.7, 1H). 13C NMR (151 MHz, Chloroform-d) delta = 181.70 (d, J = 2.7), 178.08, 174.49, 161.92, 160.26, 157.93, 145.59, 144.06, 142.42 (d, J = 2.4), 135.97, 130.74, 127.36, 124.79 (d, J = 23.9), 123.38, 119.68 (d, J = 7.5), 112.02 (d, J = 24.4), 62.44, 55.28, 53.73, 51.68, 29.60, 26.69, 24.41. HPLC tR = 1.989 min, purity 96.76%. HR-MS (ESI): calcd. for C23H20FN3NaO4 [M+Na]+: 444.1336, found: 444.1336.
50585-89-2, As the paragraph descriping shows that 50585-89-2 is playing an increasingly important role.
Reference£º
Article; Cui, Menghan; Kuang, Chunxiang; Li, Yuanyuan; Liu, Wei; Wang, Rong; Yang, Qing; Zhang, Shengnan; Bioorganic and medicinal chemistry letters; (2020);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem