Reference of 220041-42-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 220041-42-9, name is tert-Butyl 2-chloropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.
In a 20 mE vial under nitrogen, tert-butyl 2-chloropyrimi- dine-4-carboxylate (0.200 g, 0.932 mmol), 4-methylpiperi- din-3-ol hydrochloride (0.185 g, 1.220 mmol) and triethylamine (0.52 mE, 3.73 mmol) were added to THF (14 mE) and the resulting mixture was stirred at 80 C. for 16 h. The cooled mixture was concentrated in vacuo and the residuewas purified on the ISCO using a 25 g Innoflash column (Hexane/EtOAc) to give tert-butyl 2-(3-hydroxy-4-methyl-piperidin-1-yl)pyrimidine-4-carboxylate (0.269 g, 98%) as ayellow oil which was a mixture of diastereomers. EC (Analytical MethodA): 2.081 mi ECMS (APCI): calcd forC,5H24N303 [M+H] mlz 294.18; found 294.2. ?H NMR (400 MHz, CDC13) 0 8.45 (d, J=4.7 Hz, 1H), 7.02 (d, J=4.7Hz, 1H), 4.87 (ddd, J=1.6, 4.5, 12.7 Hz, 1H), 4.74-4.63 (m, 1H), 3.30 (tt, J=4.8, 9.4 Hz, 1H), 2.98 (ddd, J=2.7, 12.1, 13.3Hz, 1H), 2.84 (dd, J=10.0, 12.7 Hz, 1H), 1.87-1.74 (m, 1H),1.70 (d, J=4.7 Hz, 1H), 1.66-1.57 (m, 1H), 1.61 (s, 9H),1.36-1.20 (m, 1H), 1.10 (d, J=6.7 Hz, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,220041-42-9, its application will become more common.
Reference:
Patent; UNIVERSITE DE MONTREAL; Martel, Alain; Tremblay, Francois; (65 pag.)US9598419; (2017); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia