Synthesis
The general procedure for the synthesis of 1-(4-pyridyl)-piperidin-4-one from the compound (CAS:166954-75-2) was as follows: 79.7 g of the aforementioned ketone was dissolved in 2 L of tetrahydrofuran, followed by the addition of 1000 mL of 6 N hydrochloric acid solution. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the solvent was removed by evaporation and concentration, and the pH was adjusted to alkaline with semi-concentrated ammonia. Extraction was carried out using dichloromethane and the combined organic phases were concentrated by evaporation to give 64.2 g (quantitative yield) of 2,3,5,6-tetrahydro-[1,4']bipyridin-4-one, which has a melting point of 102 °C.
References
[1] Patent: US2003/236266, 2003, A1. Location in patent: Page 7
[2] European Journal of Medicinal Chemistry, 2017, vol. 139, p. 128 - 152
[3] Patent: WO2010/81851, 2010, A1. Location in patent: Page/Page column 17
[4] Patent: US2012/71461, 2012, A1. Location in patent: Page/Page column 147
[5] Tetrahedron Letters, 2007, vol. 48, # 14, p. 2519 - 2525