With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2971-79-1,Methyl piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.,2971-79-1
To a stirred solution of methyl 4-piperidinecarboxylate (4.5 g, 30 mmol) in CH2Cl2(10 mL), propionyl chloride (3.5 mL, 40 mmol) and triethyl amine (5.6 mL, 37 mmol)were added slowly at 0 C. The reaction was continued at 0 C for 4 h. Then thereaction was quenched by adding water (10 mL), and extracted with CH2Cl2(2¡Á20 mL). The combined organic layer was washed with water, brine, dried overanhydrous Na2SO4 and filtered. After the solvent was removed under reducedpressure, methanol (20 mL) and aqueous NaOH (5.0 N, 20 mL) were added to theresidue. The resulted mixture was stirred at RT for 16 h. The methanol was removedunder reduced pressure, and pH of the solution was adjusted to 6-7 with 5 N aqueousHCl. The mixture was extracted with CH2Cl2 (3¡Á50 mL), and the combined organiclayer was washed with water, brine, dried over anhydrous Na2SO4 and filtered. Thesolvent was evaporated under vacuum, and the crude product was purified by silicagel column chromatography with PE/EtOAc (3:1) as eluent to afford 3 as a whitesolid (5.11 g, 88%), mp 86.5-87.8 C. 1H NMR (600MHz, CDCl3): delta 4.41 (d,J=13.3 Hz, 1H), 3.82 (d, J=13.6 Hz, 1H), 3.16-3.11 (m, 1H), 2.88-2.83 (m, 1H),2.60-2.56 (m, 1H), 2.39- 2.35 (m, 2H), 1.98-1.96 (m, 2H), 1.74-1.63 (q, J=7.4 Hz, 2H), 1.15 (t, J=7.4 Hz, 3H). (LC-MS, m/z): Calcd for C9H16NO3 ([M+H]+) 186.2, found:186.4.
As the paragraph descriping shows that 2971-79-1 is playing an increasingly important role.
Reference£º
Article; Jia, Limeng; Miao, Caihong; Dong, Fugui; Li, Wei; Wang, Min; Zheng, Qi-Huang; Xu, Zhidong; Bioorganic and Medicinal Chemistry Letters; vol. 29; 13; (2019); p. 1654 – 1659;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem