Application of 6153-44-2, 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. 6153-44-2, name is Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.
Methyl 2,6-dioxo-l,2,3,6-tetrahydropyrimidine-4-carboxylate (5 g, 29.4 mmol) and DMF (118 mL) were combined and the resultant mixture was cooled with an ice bath. Lithium hydride (0.369 g, 44.1 mmol) was added in portions. The mixture was stirred for 20 minutes and ((chloromethoxy)methyl)benzene (5.00 mL, 32.3 mmol) was added via syringe. The mixture was stirred a 00C for 30 minutes. Lithium hydride (0.492 g, 58.8 mmol) was then added in portions and stirred for 10 minutes. 2-(Bromomethyl)pyridine hydrobromide (8.92 g, 35.3 mmol) was added in portions and stirred at 00C over 1 hour. The bath was removed and then stirred at room temperature for 2 hours. Water (25 mL) and methanol (25 mL) were added and the solvents were evaporated under vacuum at 65°C to leave a red oily solid, which was partitioned between IN NaOH (100 mL) and diethyl ether (50 mL). The organic layer was separated. The aqueous layer was washed with diethyl ether (2 x 50 mL) and the aqueous layer was acidified to pH=4 with 3N HCl. The aqueous layer was washed with diethyl ether (2 x 50 mL). The aqueous layer was then extracted with n-BuOH (4 x 100 mL). The organic layers from the n-BuOH extraction were combined and the solvent was evaporated under vacuum to give a solid, which was triturated with acetone and cooled in an ice bath. The resulting solid was isolated by filtration and dried under vacuum to give 4.86 g of a first crop of the title compound; a second and third crop were isolated to give a total of 5.53g of the title compound. MS [M+H] found 368.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6153-44-2, its application will become more common.
Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FENG, Jun; KEUNG, Walter; LARDY, Matthew; WO2010/129848; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia