Some tips on 4-Chloro-2-(methylthio)pyrimidine

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Bromo trimethylsilane (23 mL, 174.31 mmol) was addedto a solution of 4-chloro-2-methylsulfanylpyrimidine (2.9 g 25 mmol) inacetonitrile (240 mL).The mixture was stirred for 30 h at 40C. The reactionwas monitored by TLC. After cooling to room temperature, NaHCO3saturated solution (250 mL) was added and the product was extracted with AcOEt.The organic layer was dried over Na2SO4, filtered, andevaporated under reduced pressure. The crude residue was purified bychromatography on silica gel using dichloromethane-ethyl acetate (9:1).Evaporation of the eluent in vacuum gave the desired compound in 96% yield(4.66 g) as colorless oil. Litt 1H NMR (CDCl3): delta 2.56(s, 3H, SCH3), 7.16 (d,1H, J = 5.2 Hz, H-5pyrimidine),8.26 (d, 1H, J = 5.2 Hz, H-6pyrimidine).13CNMR (CDCl3): delta 2.56 (s, 3H, SCH3),7.16 (d, 1H, J = 5.2 Hz, H-5pyrimidine),8.26 (d, 1H, J = 5.2 Hz, H-6pyrimidine).HPLC:Rt = 3.11min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,49844-90-8, its application will become more common.

Reference:
Article; Bendjeddou, Lyamin Z.; Loaec, Nadege; Villiers, Benoit; Prina, Eric; Spaeth, Gerald F.; Galons, Herve; Meijer, Laurent; Oumata, Nassima; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 696 – 709;,
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Analyzing the synthesis route of 49844-90-8

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Indole I (400.88g) in 25OmL THF, 2L of IN K1BuO, and 381g pyrimidine II in 35OmL THF were combined with cooling to maintain under 40 0C and allowed to stir at r.t, for 1 hour. The solvent was then removed in vacuo and the solid was suspended in MeOH, filtered, washed with MeOH, water, and again with MeOH, to yield 87.56% III.

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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/138340; (2009); A1;,
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The synthetic route of 49844-90-8 has been constantly updated, and we look forward to future research findings.

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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C5H5ClN2S

5-methoxy-1H-indazole (500 mg, 3.38 mmol) was dissolved in DMF (10 mL). NaH (148 mg, 3.72 mmol) was added at 0 C, and then 4-chloro-2-(methylthio)pyrimidine (542 mg, 3.38 mmol) was added. After stirring at this temperature for 2 hours, 30 mL of water was added. The reaction solution was filtered, extracted and dried to obtain 5-methoxy-1-(2-(methylthio)pyrimidin-4-yl)-1H-indazole (850 mg, 92%) as a white solid.

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Reference:
Patent; Shanghai Hansoh Biomedical Co., Ltd.; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; WEI, Mingsong; SUN, Guangjun; TAN, Songliang; GAO, Peng; WANG, Shaobao; XIU, Wenhua; ZHANG, Fujun; BAO, Rudi; (183 pag.)EP3205650; (2017); A1;,
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The important role of 4-Chloro-2-(methylthio)pyrimidine

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Reference of 49844-90-8, 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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, molecular formula is C5H5ClN2S, 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.

Sodium hydride (60% dispersion in mineral oil, 598 mg, 14.94 mmol) was added to a stirring solution of 4-chloro-2-methylthiopyrimidine (1.45 mL, 12.45 mmol), 2-fluorobenzaldehyde (1.57 mL, 14.94 mmol) and 1,3-dimethylimidazolium iodide (517 mg, 4.15 mmol) (prepared as described in Org. Synth. (1986) 64:9) in 1,4-dioxane (20 mL). The resulting mixture was heated at reflux for 1 hour; it was then cooled and partitioned between EtOAc and water. The organic layer was separated and dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (hexane/EtOAc, 95/5) to give 840 mg of (2-fluorophenyl)-(2-methylsulfanyl-pyrimidin-4-yl)-methanone.

According to the analysis of related databases, 49844-90-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2008/146565; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Brief introduction of 4-Chloro-2-(methylthio)pyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,49844-90-8, its application will become more common.

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A mixture of 4-chloro-2-(methylsulfanyl)pyrimidine (2 g, 12.45 mmol), (2,6- difluoro-4-pyridyl)boronic acid (3.95 g, 24.90 mmol) , Cs2C03 (8.11 g, 24.90 mmol) and (dppf)PdCl2-DCM (1.07 g, 1.24 mmol) in water (15 mL) and MeCN (45 mL) was degassed with N2, capped in a glass reaction tube (150 mL), heated at 95 C for 2.5 h. After cooled, it was filtered through a short pad of CELITE, diluted with water, extracted with EtOAc (2 x 80 mL), dried (Na2S04), filtered and concentrated on CELITE. The crude product was purified by Si02 chromatography (ISCO 40 g column) and eluded with an EtOAc/heptane gradient (0 to 15% EtOAc) to afford 2.66 g (89%) of 4-(2,6-difluoropyridin-4-yl)-2- (methylthio)pyrimidine as white solid. MS: m/z 239.

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Reference:
Patent; GENENTECH, INC.; KOLESNIKOV, Aleksandr; DO, Steven; WO2015/85007; (2015); A1;,
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Pyrimidine – Wikipedia

Sources of common compounds: 4-Chloro-2-(methylthio)pyrimidine

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Adding a certain compound to certain chemical reactions, such as: 49844-90-8, 4-Chloro-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, 49844-90-8, blongs to pyrimidines compound. Application In Synthesis of 4-Chloro-2-(methylthio)pyrimidine

Example 7 Synthesis of (4-Hydroxy-piperidin-1-yl)-(4-{4-[4-(4-methyl-thiophen-3-yl)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexyl)-methanone (Compound 7) To a suspension of NaH (7.59 g, 60%) in DMF (200 mL) under N2 was added 4-bromo-indole in portions, and the mixture stirred for 15 min at 0 C. To this was added 4-chloro-2-methylsulfanyl-pyrimidine (15.45 mL) in portions, and the reaction mixture stirred for 30 min at 0 C., then allowed to warm to RT with stirring for another 30 min. The reaction mixture was then quenched with cold water at 0 C., and the resulting suspension filtered, washed with water, and dried to obtain a crude product (41.01 g). The crude product (21.90 g) was chromatographed on silica, eluted with hexane:EtOAc (900:100) to provide an off-white solid (16.4 g). The solid was heated in EtOH on a steam bath, crystallized, filtered, and dried to provide 4-bromo-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indole.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,49844-90-8, its application will become more common.

Reference:
Patent; Gong, Leyi; Jahangir, Alam; Reuter, Deborah Carol; US2010/160360; (2010); A1;,
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Pyrimidine – Wikipedia

Extended knowledge of 4-Chloro-2-(methylthio)pyrimidine

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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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 49844-90-8

Trans-4-{4-[4-(4-Methanesulfonyl-piperidin-1-yl)-indazol-1-yl]-pyrimidin-2-ylamino}-cyclohexanol; Step 1: Preparation of N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine; In a 250 mL round bottom flask, 4-chloro-2-methylsulfanyl-pyrimidine (5 g, 31.1 mmol), hydrazine (4.5 g, 140 mmol) and potassium carbonate (6.45 g, 46.7 mmol) were combined with ethanol (50 mL). The mixture was refluxed for 3 hrs and filtered. The filtered solid was rinsed with ethanol (30 mL). The combined ethanol solution was evaporated to give a crude oily mixture which was purified by ISCO flash column chromatography (30% to 100% ethyl acetate in hexanes) to give N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine as a white solid (2.8 g, 57.6% yield).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine.

Reference:
Patent; Gong, Leyi; Han, Xiaochun; Makra, Ferenc; Palmer, Wylie Solang; Raptova, Lubica; US2011/34470; (2011); A1;,
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Pyrimidine – Wikipedia

Application of 49844-90-8

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Synthetic Route of 49844-90-8, 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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, molecular formula is C5H5ClN2S, 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.

To a solution of 4-chloro-2-(methylthio)-pyrimidine (21,9.90 g, 61.6 mmol) in MeOH (28 mL) and MeCN (20 mL)mixed solution, NBS (13.16 g, 73.9 mmol) was added(2 ¡Á 6.58 g). After the additions, the reaction mixture wasstirred at room temperature. After quenching with saturatedNa2SO3solution, the solution was extracted with DCMand saturated NaHCO3solution three times. The combinedorganic phases were dried over MgSO4,filtered, and concentrated in vacuo. The residue was purified by passingthe organic extract through a silica gel column using PE/EA(25:1) to give the product 22 (Elliott 1981). White solid;yield 73%; m.p. 48.5-50.1 C; 1H NMR (300 MHz, CDCl3)delta 8.54 (s, 1H), 2.55 (s, 3H); 13C NMR (75 MHz, CDCl3)delta172.1, 159.5, 114.1, 14.7; HRMS ([M + H]+): m/z calcd for[(C5H4BrClN2S) + H]+: 240.90254, found: 240.90203.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine.

Reference:
Article; Li, Shu-ting; Chen, Jun-qing; Feng, Cheng-liang; Yang, Wan-feng; Ji, Min; Chemical Papers; vol. 73; 12; (2019); p. 3043 – 3051;,
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Simple exploration of 49844-90-8

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Application of 49844-90-8, Adding some certain compound to certain chemical reactions, such as: 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine,molecular formula is C5H5ClN2S, 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 49844-90-8.

4-Chloro-2-methylthiopyrimidine (9 g, 56.0 mmol) was added to 47% HI (55 mL) solution and the mixture was stirred at room temperature for 48 hours. The precipitated solids were filtered, dissolved in water (100 mL) and added 20% NaOH to adjust pH 8. The mixture was extracted with chloroform and the extract was washed with water and dried over MgSO4 and, subsequently, the solvent was evaporated. The residue was recrystallized from petroleum ether to give the title compound (9.5 g, 36.7 mmol, yield 67%).1H-NMR (CDCl3) delta: 2.54 (s, 3H), 7.41 (d, IH), 8.01 (d, IH)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DONGBU HANNONG CHEMICALS CO., LTD.; WO2006/137658; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some scientific research about 4-Chloro-2-(methylthio)pyrimidine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,49844-90-8, 4-Chloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Electric Literature of 49844-90-8, 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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

A mixture of 4-chloro-2-(methylthio)pyrimidine (102.6 g, 0.639 mol), 3-phenyl- 1 H-pyrazole-4-carbaldehyde (100.0 g, 0.581 mol), potassium carbonate (160.5 g, 1.162 mol), and dimethylformamide (700.0 mL) was stirred at 40-50C for 2 hours. Purified water (1.6 L) was slowly added to the reaction mixture, which was then stirred at room temperature for 2 hours. The resulting solid was filtered and then dried in vacuo to obtain 154.0 g of the titled compound. (Yield: 8 1.4%)1H-NMR(400MHz, CDC13) oe 10.10(s, 1H), 9.20(s,1H), 8.65(d, 1H), 7.84-7.86(m, 2H), 7.67-7.71(m, 3H), 2.65(s, 3H)

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Reference:
Patent; YUHAN CORPORATION; OH, Sang-Ho; KHOO, Ja-Heouk; LIM, Jong-Chul; LEE, Seong-Ran; JU, Hyun; SHIN, Woo-Seob; PARK, Dae-Gyu; PARK, Su-Min; HWANG, Yoon-Ah; (37 pag.)WO2019/22485; (2019); A1;,
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