Pyrimidines

Application of 62968-37-0, 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.62968-37-0, name is 4-(2-Chloropyrimidin-4-yl)morpholine, molecular formula is C8H10ClN3O, molecular weight is 199.64, as common compound, the synthetic route is as follows.

General procedure: Compound 12 (0.088g, 0.173mmol), a 2M solution of sodium carbonate (0.520mL, 1.039mmol) in water, tetrakis(triphenylphosphine)palladium(0) (0.014g, 0.012mmol), dimethoxyethane (2mL), ethanol (1.3mL) and the respective morpholine substituted pyrimidine (0.190mmol) were added together and heated to 85C for 12h. The resulting mixture was concentrated under reduced pressure and the product was separated by silica column chromatography (hexanes/ethyl acetate) and purified by reverse phase chromatography (water/acetonitrile).

The chemical industry reduces the impact on the environment during synthesis 62968-37-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Woodring, Jennifer L.; Bachovchin, Kelly A.; Brady, Kimberly G.; Gallerstein, Mitchell F.; Erath, Jessey; Tanghe, Scott; Leed, Susan E.; Rodriguez, Ana; Mensa-Wilmot, Kojo; Sciotti, Richard J.; Pollastri, Michael P.; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 446 – 459;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5734-64-5, 4-Chloro-6-methoxypyrimidin-2-amine, 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, Application In Synthesis of 4-Chloro-6-methoxypyrimidin-2-amine, blongs to pyrimidines compound. Application In Synthesis of 4-Chloro-6-methoxypyrimidin-2-amine

1.6 g (0.01 mol) of 2-amino-4-chloro-6-methoxypyrimidine are dissolved in 30 ml of dichloromethane, and 2.7 g (0.01 mol) of 1-pyrrolidinosulfonylethylsulfonyl isocyanate (Example 3b) in 30 ml of dichloromethane are added dropwise at room temperature. After the mixture has been stirred for 3 hours at room temperature, the organic phase is washed with 2N HCl and water, dried and evaporated. Trituration of the crude product with diethyl ether gives 30 g (70% of theory) of 3-(4-chloro-6-methoxypyrimidin-2-yl)-1-(1-pyrrolidinosulfonylethylsulfonyl)urea of melting point 158-160 C.

The synthetic route of 5734-64-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US5223017; (1993); A;,
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Pyrimidine – Wikipedia

Application of 330786-24-8 ,Some common heterocyclic compound, 330786-24-8, molecular formula is C17H13N5O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (120.00 mg, 395.62 mumol) was weighed in a single-mouth flask and anhydrous tetrahydrofuran (10 ml) was added. Triphenylphosphine (311.30 mg, 1.19 mmol), 2-fluoroethanol (25.34 mg, 395.62 mumol) and diethyl azodicarboxylate (239.99 mg, 1.19 mmol) were added under argon atmosphere at room temperature overnight. TLC monitoring The reaction is complete. The reaction solution was concentrated and column chromatography gave BTK-8 78.00 mg, yield 56.43%.

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. 330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Institute of Technology; Yao Zhiyi; Yang Yan; Xia Xiaoming; Xue Nannan; Shu Qisheng; Wang Qingxuan; Wang Dongsheng; (7 pag.)CN107827892; (2018); A;,
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Reference of 90905-33-2, 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. 90905-33-2, name is 2-Methylpyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

A solution of 2-methyl-pyrimidine-5-carbaldehyde (5 g, 41 mmol) in MeOH (100 mL) was added NaBH4 (2.3 g, 61.5 mmol) at 0¡ã C. in portions and the resulting mixture was stirred at room temperature for 1 h. The solvent was removed under reduced pressure to give the remains, which was suspended in H2O (20 mL) and extracted with EtOAc (5¡Á50 ml). The organic layer was dried over Na2SO4 and concentrated to afford the title compound (2 g, yield: 39percent). 1H NMR (CDCl3 400 MHz): delta8.64 (s, 2H), 4.72 (s, 2H), 2.73 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90905-33-2, 2-Methylpyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; H. Lundbeck A/S; Kilburn, John Paul; Rasmussen, Lars Kyhn; Jessing, Mikkel; Eldemenky, Eman Mohammed; Chen, Bin; Jiang, Yu; Hopper, Allen T.; US2014/107340; (2014); A1;,
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Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 183438-24-6, name is 5-Bromo-2-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 183438-24-6

First of all, 5-bromo-2-iodopyrimidine 1.97g and phenyl boronic acid 0.85g, 2M sodium carbonate aqueous solution 7.0mL, toluene 18mL, reflux condenser put in a 200mL three-necked flask equipped with a, in the flask was replaced with nitrogen. After degassing with stirring under reduced pressure, tetrakis (triphenylphosphine) palladium (0) (abbreviation: Pd (PPh 3 ) 4 ) 0.081 g and the mixture was refluxed for 8 hours. Here, Pd (PPh 3 ) 4 0.040 g was added, and the mixture was refluxed for 8 hours, more Pd (PPh 3 ) 4 0.040 g was added and reacted by refluxing for 8 hours. Water was added to the reaction solution, and the organic layer was extracted with dichloromethane. The resulting extract was washed with saturated brine, and dried over magnesium sulfate. After the drying, the solution was filtered. After evaporating the solvent of this solution, the resulting residue, hexane: ethyl acetate = 5: 1 was purified by flash column chromatography as a developing solvent, to give a pyrimidine derivative of interest (white powder, yield: 59percent).

With the rapid development of chemical substances, we look forward to future research findings about 183438-24-6.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY COMPANY LIMITED; INOUE, HIDEKO; HARA, TOMOKA; SEO, SATOSHI; SASAKI, TOSHIKI; SUZUKI, KUNIHIKO; (60 pag.)JP2016/6041; (2016); A;,
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Related Products of 138274-14-3, 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. 138274-14-3, name is 5-(Benzyloxy)-2-chloropyrimidine, molecular formula is C11H9ClN2O, 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 5-benzyloxy-2-chloro-pyrimidine 34b (0.20 g, 0.91 mmol) of N-methylpyrrolidone (5 mL)Potassium fluoride (0.17 g, 2.9 mmol) was added to the solution.Thiomorpholine dioxide (0.13 g, 0.91 mmol). After the addition, the reaction solution was heated to 140 C for 23 hours.The heating was stopped, and after the reaction solution was cooled to room temperature, dichloromethane (30 mL) and water (10 mL) were added and stirred for 10 minutes.The lower organic phase was separated, the aqueous phase was extracted with dichloromethane (10 mL¡Á3), and the combined organic phases were washed with saturated sodium chloride solution (10 mL).Dry over anhydrous sodium sulfate, concentrate by suction filtration, and the residue obtained was purified by silica gel column chromatography[Petroleum ether / ethyl acetate (v / v) = 5 / 1] purified to give the title compound50a (60 mg, 21% yield) as a pale yellow solid.

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 138274-14-3, 5-(Benzyloxy)-2-chloropyrimidine.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Li Jianhao; Li Zheng; Wang Weihua; Tan Haoxiong; Wang Xuli; Cui Yunzeng; Xie Zeqiang; Zhang Yingjun; (101 pag.)CN109251166; (2019); A;,
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Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 696-45-7, name is 4-Amino-6-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Under Ar(g), to a mixture of 2-chloropyrazine (1) (252mg, 2.2mmol), 4- amino-6-methoxypyrimidine (2) (250mg, 2.0mmol), Cs2C03 (1.3g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13ml_). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15ml_), H20 (10mL) and brine (5mL) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15ml_). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (177mg, 44%). (0636) LCMS (ES): Found 204.2 [M+Hf.

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, 696-45-7, 4-Amino-6-methoxypyrimidine.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
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Pyrimidine – Wikipedia

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. 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol. A new synthetic method of this compound is introduced below., Quality Control of 6-Amino-2-(methylthio)pyrimidin-4-ol

General procedure: A mixture of 6-amino-2-(alkylthio)pyrimidin-4(3H)-one 5 (1 mmol),1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione 6 (1 mmol),arylaldehyde (1 mmol) and [gamma-Fe2O3HAp-SO3H] (0.05 g) in EtOH (10 mL) was heated under reflux. The progress of the reaction was monitored by TLC (EtOAc/petroleum: 2/1). After completion ofthe reaction, the catalyst was separated from the reaction mixture by external magnet and reused in the next run. The reaction mixture was cooled, and the solid obtained was recrystallised from EtOH/H2O to give the desired pure product.

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, 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol.

Reference:
Article; Mamaghani, Manouchehr; Taati, Zahra; Rasoulian, Mona; Yousefizad, Javad; Toraji, Nooshin; Mohsenimehr, Mona; Nia, Roghayeh Hossein; Journal of Chemical Research; vol. 40; 1; (2016); p. 29 – 34;,
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Pyrimidine – Wikipedia

Application of 1558-17-4, 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. 1558-17-4, name is 4,6-Dimethylpyrimidine, molecular formula is C6H8N2, 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.

Preparative Example 8; Step A; To a 500 ml round bottom flask was added 400 mL H2O and KMnO4 (140 mmoles) and then commercially available 4,6-dimethyl-pyrmidine (35 mmole) and mixture refluxed for 20 hours. The mixture was filtered through celite and then acidified to pH 3. The aqueous was then evaporated under reduced pressure to give a solid. To the solid was then added 300 ml of methanol saturated with dry HCl. The mixture was then refluxed for 15 hours. The volatile components of the reaction mixture was then removed under reduced pressure to give an oil. To the oil was then added 150 ml of methylene chloride and organic washed with saturated NaHCO3. The aqueous was removed and then the organic layer was dried over MgSO4, filtered and then the volatile components removed under reduced pressure to give and oil. The oil was purified by column chromatography (SiO2, 10% either-methylene chloride) to give 6-methyl-pyrimidine-4-carboxylic acid.

According to the analysis of related databases, 1558-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Alantos Pharmaceuticals Holding, Inc.; US2008/21024; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Ethyl 2-chloropyrimidine-5-carboxylate

DIPEA (7.27 g, 56.3 mmol) was added drop wise to a stirred solution of ethyl 2- chloropyrimidine-5-carboxylate (3.50 g, 218.8 mmol) and 3-pyridinemethanamine (2.03 g, 18.8 mmol) in dry THF (30 ml_) and the reaction stirred at 60 ¡ãC for 16 hrs. The solvent was removed under reduced pressure and water (10 ml_) was added. The mixture was extracted with EtOAc (40 ml_ x3) and the combined organic extracts dried (Na2S04), filtered and concentrated in vacuo. The crude product was purified by column chromatography on silica gel eluting with Pet. EthenEtOAc (100:0 to 7:93) to afford the title compound as a brown solid, 3.50 g, 72percent. 1H NMR (400 MHz, CDCI3): delta 1 .38 (t, 3H), 4.36 (q, 2H), 4.74 (d, 2H), 6.03 (br s, 1 H), 7.29 (d, 1 H), 7.68 (d, 1 H), 8.55 (d, 1 H), 8.63 (d, 1 H), 8.85 (br s, 2H). LCMS m/z = 259 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 89793-12-4.

Reference:
Patent; PFIZER INC.; CASIMIRO-GARCIA, Agustin; STROHBACH, Joseph Walter; HEPWORTH, David; LOVERING, Frank Eldridge; CHOI, Chulho; ALLAIS, Christophe Philippe; WRIGHT, Stephen Wayne; (213 pag.)WO2018/11681; (2018); A1;,
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Pyrimidine – Wikipedia