Category: 87026-45-7

Adding a certain compound to certain chemical reactions, such as: 87026-45-7, 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, 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, Safety of 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, blongs to pyrimidines compound. Safety of 4-Chloro-5-methoxy-2-(methylthio)pyrimidine

A round bottom flask containing ethyl formate (6 mL, 0.062 mol) and ethyl ether (30 mL) was placed in an ice water bath, Na (1.4 g, 0.062 mol) was added under stirring, and then methyl 2-methoxyacetate (6.5 g, 0.062 mol) was added dropwise. The mixture was stirred at room temperaturefor 4 h. The reaction was quenched by addition of ice water (25 mL), and the aqueous phase was separated. To the water layer, S-methyl isothiourea (5.6 g, 0.062 mol) and KOH (2.2 g, 0.062 mol) were added within 40 min, and then heated to 65 C for 1 h. After cooling, the reaction mixture was neutralized with 37% HCl. The crude product was collected by vacuum filtration, and then recrystallized with 95% ethanol to afford 2 as a white needle crystal (4.3 g, 40.1% yield). m.p. 193-195 C.The intermediate 2 (1.7 g, 0.01 mol) was added slowly into POCl3 (4.6 g, 0.03 mol) in ice-water bath, and then the mixture was heated to 80 C for 1 h until the reaction was completed. The reaction mixture was cooled to room temperature and neutralized with 25% ammonia water. The precipitated solid was filtered and recrystallized with petroleum ether, decolorized by activated carbon. The intermediate 3 was obtained as a light yellow solid (1.8 g, 95.2% yield). m.p. 74-75 C. The intermediate 3 was dissolved in methanol (10 mL), 50% hydrated hydrazine solution (1.6 g, 0.015 mol) was added dropwise in an ice-water bath. Then the mixture was heated to 50 C and monitored by TLC until the reaction was finished. After cooling, the solvent was removed under reduced pressure, and the solid was recrystallized from ethyl acetate and petroleum ether to afford 5-methoxy-2-(methylthio) pyrimidin-4-yl hydrazine (4, 1.1 g, 96.2%yield). m.p. 112-114 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,87026-45-7, 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Song, Gaopeng; Li, Jianzuo; Tian, Hao; Li, Yasheng; Hu, Dekun; Li, Ying; Cui, Zining; Letters in drug design and discovery; vol. 13; 4; (2016); p. 329 – 334;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 87026-45-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.87026-45-7, name is 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2OS, molecular weight is 190.65, as common compound, the synthetic route is as follows.

Ethyl 4-(2-{(3,5-bis-trifluoromethyl-benzyl)-[2-(4,4?5,5-tetramethyl- [1,3 , 2] dioxaborolan-2-yl) – 5-trifluoromethyl-benzyl] -amino}-pyrimidin- 5- yloxy)-butyrate (300mg) is dissolved in 1,4-dioxane (5ml) and thereto are added 4-chloro-5-methoxy-2-methylsulfanil-pyrimidine (117mg), [1, 1′- bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex (33mg) and cesium carbonate (199mg), and the mixture is stirred under nitrogen atmosphere at 80C overnight. The reaction solution is cooled to room temperature, and thereto are added chloroform and water, and the insoluble materials are removed by filtration through Celite. The filtrate is separated, and the organic layer is dried and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate = 9: 1?7:3) to give ethyl 4-(2-{(3,5- bis-trifluoromethyl-benzyl) – [2- (5-methoxy-2 -methylsulfanil-pyrimidin-4-yl) – 5-trifluoromethyl-benzyl]-amino}-pyrimidin-5~yloxy)-butyrate (165mg). MS (m/z): 764 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 87026-45-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88996; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 87026-45-7, name is 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. name: 4-Chloro-5-methoxy-2-(methylthio)pyrimidine

Step A: 4-F5- (5-METHOXY-2-METHYLSULFANYL-PVRIMIDIN-4-V -THIOPHEN-2-YL]-2-METHYL-BUTAN-2-OL A solution OF 2-METHYL-4-THIOPHEN-2-YL-BUTAN-2-OL (340 mg, 2 mmol)-synthesis see Step A of Example 1-in 20 ml of THF was treated with LDA (2M in THF/HEPTANE/ETHYLBENZENE, 5 ML, 10 mmol) at-78 C under nitrogen and the mixture was stirred for 5 minutes. Then, trimethylborate (1.1 ml, 10 mmol) was added in one portion and the cooling bath was removed. After 15 minutes, the mixture was quenched with 50 ml of saturated ammonium chloride solution and extracted twice with ether. The aqueous layer was then acidified with 2N-HCI and extracted once more with ether. The combined organic extracts were washed with brine and evaporated. This crude boronic acid was redissolved in 10 ml of DME and added to a stirred suspension 4-chloro-5-methoxy-2-methylsulfanyl-pyrimidine (190 mg, 1 mmol), Pd (PPH3) 4 (23 mg, 0.02 mmol), 20 ml of DME and 3 ml of a 10% solution of sodium bicarbonate. This mixture was then kept at reflux (100 C heat bath) for 90 minutes. After cooling, most of the DME was evaporated and the crude was partitioned between water and ether. The organic layer was separated, washed with 0. 2N-HCI, water and brine, dried over sodium sulfate and evaporated. The crude was purified by chromatography on silicagel (EtOAc/hexane: 1/1) to give 4- [5- (5- METHOXY-2-METHYLSULFANYL-PYRIMIDIN-4-YL)-THIOPHEN-2-YL]-2-METHYL-BUTAN-2-OL. Yield: 275 mg (85%).

The synthetic route of 87026-45-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMHBH; WO2004/89913; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 87026-45-7, 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, 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, 87026-45-7, blongs to pyrimidines compound. Safety of 4-Chloro-5-methoxy-2-(methylthio)pyrimidine

4-Chloro-2-methanesulfonyl-5-methoxy-pyrimidine A solution of 3-chloroperoxybenzoic acid (0.4 g, 2.3 mmol) in DCM (2 ml) was added dropwise to a solution of 4-chloro-5-methoxy-2-methylsulfanyl-pyrimidine (0.15 g, 0.78 mmol) in DCM (10 ml) and the mixture was stirred at room temperature for 12 h. Water (10 ml) was added, the aqueous phase was extracted with DCM and concentrated in vacuo. The crude residue was purified by column chromatography with DCM/1% NH3 in MeOH (98:2) as the eluent to give the title compound (0.18 g, 100%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,87026-45-7, its application will become more common.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia