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