Category: 6153-44-2

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

Electric Literature of 6153-44-2, Adding some certain compound to certain chemical reactions, such as: 6153-44-2, name is Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate,molecular formula is C6H6N2O4, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6153-44-2.

To a 25 mL reaction tube, Cs2CO3 (0.8 mmol) was added.Compound A-8 (0.4 mmol, 1 equivalent),After replacing argon three times, add 3 mL of dimethyl sulfoxide (DMSO).100 muL (1.20 mmol) of Compound B in DMSO was injected.After stirring for 24 hours under blue light irradiation, Compound C-8 was obtained in a yield of 75percent.

According to the analysis of related databases, 6153-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zunyi Medical College; He Chunyang; Lei Yunyun; Huang Yang; Zhao Liang; Jia Jia; Li Xiaofei; (10 pag.)CN108484508; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6153-44-2, Adding some certain compound to certain chemical reactions, such as: 6153-44-2, name is Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate,molecular formula is C6H6N2O4, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6153-44-2.

To a 25 mL reaction tube, Cs2CO3 (0.8 mmol) was added.Compound A-8 (0.4 mmol, 1 equivalent),After replacing argon three times, add 3 mL of dimethyl sulfoxide (DMSO).100 muL (1.20 mmol) of Compound B in DMSO was injected.After stirring for 24 hours under blue light irradiation, Compound C-8 was obtained in a yield of 75percent.

According to the analysis of related databases, 6153-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zunyi Medical College; He Chunyang; Lei Yunyun; Huang Yang; Zhao Liang; Jia Jia; Li Xiaofei; (10 pag.)CN108484508; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6153-44-2, Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C6H6N2O4, blongs to pyrimidines compound. COA of Formula: C6H6N2O4

To methyl 2,6-dioxo-l,2,3,6-tetrahydropyrimidine-4-carboxylate (900 mg, 5.29 mmol) was added DMF (17 mL). The mixture was cooled with an ice bath and lithium hydride (66.4 mg, 7.94 mmol) was then added in portions. The mixture was stirred for 20 minutes and ((chloromethoxy)methyl)benzene (0.899 mL, 5.82 mmol) in DMF (3 mL) was then added slowly via syringe. The mixture was stirred a 00C for 30 minutes. Lithium hydride (66.4 mg, 7.94 mmol) was then added in portions and stirred for 10 minutes. Sodium iodide (793 mg, 5.29 mmol) and l-(2-chloroethyl)-l/f-pyrazole (829 mg, 6.35 mmol) were added in portions and then stirred at 00C for 30 minutes. The ice bath was removed. The mixture was stirred at room temperature for 4 hours and then heated to 500C with stirring for 3 days. The reaction mixture was cooled to room temperature. Water (25 mL) and methanol (25 mL) were added and the solvents were evaporated under vacuum at 65°C to give a residue, which was partitioned between IN NaOH (75 mL) and diethyl ether (50 mL). The organic layer was separated and the aqueous layer was washed with diethyl ether (2 x 50 mL). The aqueous layer was then acidified to pH=3 with IN HCl and then extracted with n-BuOH (5 x 100 mL). The organic layers from the n-BuOH extraction were combined and the solvent was evaporated under vacuum to give a residue which was purified by HPLC (40percent ACN in water containing 0.05percent TFA) to give the title compound. MS [M+H] found 371.

The synthetic route of 6153-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FENG, Jun; KEUNG, Walter; LARDY, Matthew; WO2010/129848; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6153-44-2, name is Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate, molecular formula is C6H6N2O4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Quality Control of Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate

6-morpholin-4-yl-2-pyridin-2-yl-pyrimidine-4-carboxyIic acidMethyl orotate (5 g, 29.41 mmol) was suspended in phosphorous oxychloride (50 ml) and the mixture was heated to reflux for 4 hours. After this time excess phosphorous oxychloride was removed under reduced pressure. The resulting dark residue was poured onto ice with vigorous stirring and the solution was left to stir until all the ice had melted. The crude product was then collected by filtration and the filtrate was extracted with ether (x2). The filtered product was added to the ether washings and dried over magnesium sulfate. The solution was then concentrated to give methyl 2,6-dichloropyrimidine-4- carboxylate (5.25g, 25.37mmol) as a yellow oil that solidified on standing. To this was added morpholine (2.005g, 25.37 mmol) and THF (40ml) and the mixture left for 2 hours at room temperature. The reaction was then evaporated to dryness to afford methyl 2- chloiO-6-morpholin-4-yl-pyrirnidine-4-carboxylate (5.4 Ig, 21 mmol) LCMS Spectrum: MH+ 258.39, Retention time 1.56, Method: Monitor Base Methyl 2-chloro-6-morpholin-4-yl-pyrimidine-4-carboxylate (2.58g, lOmmol), 2- tributylstannyl pyridine (4.055g, 11 mmol) and tetrakis(triphenylphosphine)palladium (0) (1 Omolpercent, lmmol, 1.116g) were suspended in THF (20 ml) and heated to 100 0C for 30 minutes in the microwave. To this mixture was added sodium hydroxide (20 ml) (4M in H2O), and the reaction was stirred for 1 hour. The resulting precipitate was collected by filtration found to be the monosodium salt of 6-morpholin-4-yl-2-pyridin-2-yl-pyrimidine- 4-carboxylic acid, (1.53g). LCMS Spectrum: (M+Na)+ 308.47, Retention Time 1.42, Method: Monitor BaseNMR Spectrum: 1H NMR (300.132 MHz, D2O) 53.70 – 3.86 (m, 8H), 7.11 (s, IH), 7.51 (ddd, IH), 7.94 (td, IH), 8.28 (d, IH), 8.60 (d, IH) ppm.

With the rapid development of chemical substances, we look forward to future research findings about 6153-44-2.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/80382; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6153-44-2, Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate, blongs to pyrimidines compound. Recommanded Product: Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate

Methyl orotate (20.0 g, 118 mmol) was combined with iodine (12.8 g, 50 mmol) and periodic acid (4.8 g, 21 mmol) in methanol (250 mL) and heated at reflux for 20 h. After cooling to ambient temperature, the volatiles were removed by rotary evaporation. The solid residue was slurried in water, collected by filtration, washed well with water and dried under vacuum at 70¡ã C. to provide the title compound (34 g, 97percent yield) as a solid. It was used without further purification. MS: m/z=296.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6153-44-2, Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Dow AgroSciences LLC; US2009/88322; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia