Day: April 28, 2021

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;,
Pyrimidine | C4H4N2 – PubChem,
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;,
Pyrimidine | C4H4N2 – PubChem,
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;,
Pyrimidine | C4H4N2 – PubChem,
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. 52602-68-3, name is 6-Chloro-N4-methyl-4,5-pyrimidinediamine. A new synthetic method of this compound is introduced below., Recommanded Product: 6-Chloro-N4-methyl-4,5-pyrimidinediamine

General procedure: A mixture of the 4,5-diamino-6-chloro-N4-methylpyrimidine (6, 1mmol), the appropriate arylaldehyde (1.2mmol), acetic acid (2.3mmol) in methanol (4.3mL) was stirred at room temperature for 16h. The reaction mixture was concentrated to dryness under reduced pressure. The residue was azeotropically distilled with toluene (2¡Á4mL) and used directly in the next step. To the suspension in ethanol (6mL) of the crude imine, a solution of anhydrous FeCl3 (1mmol) in ethanol (3mL) was added. The mixture was stirred at 80C for the time stated below for each product. The solvent was removed and the 8-aryl-6-chloro-9-methyl-9H-purines 26-36 were obtained as pure compounds after silica gel flash chromatography and crystallization.

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, 52602-68-3, 6-Chloro-N4-methyl-4,5-pyrimidinediamine.

Reference:
Article; Lambertucci, Catia; Marucci, Gabriella; Dal Ben, Diego; Buccioni, Michela; Spinaci, Andrea; Kachler, Sonja; Klotz, Karl-Norbert; Volpini, Rosaria; European Journal of Medicinal Chemistry; vol. 151; (2018); p. 199 – 213;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2565-47-1, 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.2565-47-1, name is 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, molecular formula is C5H6N2O3, molecular weight is 142.1127, as common compound, the synthetic route is as follows.

Phosphoryl chloride (55 ml) is carefully added to barbituric acid (10 g, 78.1 mmol) at 0 C. Water (1.7 ml) is then added dropwise such that the temperature does not exceed 5 C. The mixture is boiled under reflux for 5 h and, after it has cooled down, poured onto ice. The product is extracted with ethyl acetate (3¡Á100 ml) and dried (Na2 SO4). The mixture is filtered and the solvent is distilled off in vacuo.

The chemical industry reduces the impact on the environment during synthesis 2565-47-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US2004/242583; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, 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, name: 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, blongs to pyrimidines compound. name: 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde

Example 12Preparation of Compound 9Step 1 – Synthesis of compound 12A; 2-Fluoro-4-sulfonylmethyl aniline (0.104 g, 0.55 mmol) was cooled to -15 0C, then was diluted with TFA (0.55 mL, 7.4 mmol) and the resulting solution was allowed to stir for 30 minutes. Sodium triacetoxyborohydride (2.75 mmol) was then added portionwise and the resulting reaction was allowed to stir for an additional 30 minutes. To this reaction mixture was added a solution of compound 3 (0.1 g, 0.523 mmol) in dichloromethane (1.0 mL) and the resulting reaction was allowed to stir for 15 hours. The organic layer was collected and extracted with dichloromethane, and the dichloromethane was then washed with saturated aqueous sodium bicarbonate solution, dried over MgSO4, filtered and concentrated in vacuo. The residue obtained was purified using flash column chromatography on silica gel (30% acetone / hexanes) to provide compound 12 A (0.133 g, 69%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; NEELAMKAVIL, Santhosh, Francis; BOYLE, Craig, D.; CHACKALAMANNIL, Samuel; GREENLEE, William, J.; WO2010/9195; (2010); A1;,
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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, 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. Formula: C4H2ClN3O2

General procedure: A mixture of compound 8 (10.0 g, 23.4 mmol) and 2-chloro-5-nitropyrimidine (3.90 g, 24.5 mmol) in THF (80 mL) was refluxed overnight. After removal of the solvent, the residue was purified by silica gel column chromatography (hexane/AcOEt = 70:30 to 0:100) to give the title compound (11.0 g, 20.0 mmol, 98percent) as a yellow solid.

With the rapid development of chemical substances, we look forward to future research findings about 10320-42-0.

Reference:
Article; Sato, Kenjiro; Takahagi, Hiroki; Kubo, Osamu; Hidaka, Kousuke; Yoshikawa, Takeshi; Kamaura, Masahiro; Nakakariya, Masanori; Amano, Nobuyuki; Adachi, Ryutaro; Maki, Toshiyuki; Take, Kazumi; Takekawa, Shiro; Kitazaki, Tomoyuki; Maekawa, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4544 – 4560;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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 2-Chloro-5-nitropyrimidine, blongs to pyrimidines compound. Application In Synthesis of 2-Chloro-5-nitropyrimidine

a dry 50 ml reaction flask was vacuumed three times with nitrogen, then added 2-tert-butylphenol (150 mg, 1.0 mmol, 1.0 equiv) to the reaction flask, and added 3.0 ml of dried THF. Stir to 2-tert-butylphenol to dissolve, then add NaH (28.8 mg, 1.2 mmol, 1.2 equiv, sodium hydride content 60percent suspended in mineral oil) to the reaction flask under ice bath, under ice bath The reaction was carried out for 30 min; then 2-chloro-5-nitropyrimidine (0.1593 g, 1.0 mmol, 1.0 equiv) was added to the reaction flask. The entire mixture was slowly raised to a temperature of 50 ¡ã C for 12 hours. The reaction was monitored by TLC, and the reaction was stopped if it was detected that all of the phenol was completely reacted. The experimental treatment was to drain the solution in the reaction; dissolve the solute in the reaction flask with ethyl acetate, transfer it to a 100 ml round bottom flask, and add 3 ml (200-300 mesh) of silica gel to the round bottom flask. Dry (petroleum ether and ethyl acetate) over silica gel on the column.The intermediate product was white crystals of 2-(2-(tert-butyl)phenoxy)-5-nitropyrimidine (189 mg, 87percent yield).

The synthetic route of 10320-42-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jinan University; Feng Pengju; Chen Tianfeng; Chen Junfeng; Huang Yifeng; (19 pag.)CN108164397; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.Quality Control of 4,6-Dichloro-5-methoxypyrimidine

General procedure: To a solution of amine (320 mg, 0.8 mmol) in N-methyl-2-pyrrolidone (6 mL) was added diisopropylethylamine (270 mg, 2 mmol). The solution was stirred for 5 mm at room temperature at which time 4,6-dichloro-5-methoxypyrimidine (150 mg, 0.8 mmol) was added. The reaction mixture was stirred at 80C overnight then allowed to cool to room temperature. Water was added and the resulting mixture was extracted with methyl tert-butylether (3x). The combinedorganic layers were washed with water, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by HPLC to provide 139mg (0.3 mmol, 37%) of the light yellow oily product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MUeLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/135672; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia