Pyrimidines

Reference of 146533-41-7, 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 146533-41-7, name is 5-(4-Bromophenyl)-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 1 (100 g, 0.33 mol), K2CO3 (221 g, 1.6 mol), and acetonitrile (1.3 L) washeated to 50C and stirred for 20 min. The solution of 2 (43 g, 0.31 mol) in acetonitrile(200 mL) was added dropwise and maintained at 50C for 10 h. The reaction solvent wasreplaced with toluene (2 L) using a Dean-Stark apparatus. The precipitated solid was filteredand suspended in water (2 L). The pH was adjusted to 7 by using 6 N hydrochloricacid and stirred for 20 min. The resulting precipitate was filtered and dried in the oven at55C for 5 h. The crude product was recrystallized from ethyl acetate to acquire 106 g(85%) of 3 as a white solid, mp 236C-238C. IR (KBr): 3272, 2966, 1593, 1566, 1438.1H NMR (500 MHz, DMSO-d6): d 0.73-0.76 (t, JD6.9, Me); 1.30-1.36 (m, CH2), 2.52-2.56 (m, CH2), 5.68-5.71 (t, JD6.6, NH), 7.12-7.14 (d, 2 H, ArH), 7.50-7.51 (d, 2 H,ArH), 8.04 (s, 1 H, ArH). 13C NMR (125 MHz, DMSO): d 12.41, 21.63, 45.75, 120.26,120.93, 131.50, 133.38, 136.21, 155.26, 156.73, 164.76.

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 146533-41-7, 5-(4-Bromophenyl)-4,6-dichloropyrimidine.

Reference:
Article; Nami, Majid; Sovari, Sara Nasiri; Haghighatnia, Yaghoub; Dabiri, Minoo; Salehi, Peyman; Organic Preparations and Procedures International; vol. 49; 3; (2017); p. 258 – 264;,
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Reference of 6299-25-8, 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. 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine, molecular formula is C5H4Cl2N2S, 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.

Example 1 4,6-Dichloro-2-methanesulfonyl-pyrimidine A solution of 4,6-dichloro-2-(methylthio)pyrimidine (48.3 g, 247 mmol) in dichloromethane (1 L) was cooled on an ice bath. 3-Chloroperoxybenzoic acid (152 g, 619 mmol) was added portion-wise keeping the temperature below 10 C. The solution was allowed to warm to room-temperature and stirred over-night. The mixture was diluted with dichloromethane (2 L) and treated with an aqueous solution of sodium thiosulphate and sodium hydrogen carbonate (600 mL). The resulting mixture was stirred over-night. The phases were separated and the organic layer was washed with sodium hydrogencarbonate (500 mL) and brine (1 L), dried over sodium sulphate, filtrated and concentrated in vacuo. The resulting yellow solid was stirred with ether and 4,6-dichloro-2-methanesulfonyl-pyrimidine (32.6 g, 58%) was collected by filtration as a white solid.

According to the analysis of related databases, 6299-25-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROSEARCH A/S; US2011/230484; (2011); A1;,
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Pyrimidine – Wikipedia

Reference of 2927-71-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 2927-71-1 as follows.

[0666] Synthesis of 4-(2-chloro-5-fluoropyrimidin-4-yl) morpholine: [0667] To a stirred solution of morpholine (260 mg, 2.99 mmol) in EtOH (10 mL) under argon atmosphere were added DIPEA (1.15 g, 8.98 mmol) and 2, 4-dichloro-5- fluoropyrimidine (500 mg, 2.99 mmol) at RT; heated to reflux and stirred for 1 h. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo. The residue was diluted with water (20 mL) and extracted with EtOAc (2 x 30 mL). The combined organic extracts were dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 15% EtOAc/ Hexanes to afford 4-(2-chloro- 5-fluoropyrimidin-4-yl) morpholine (550 mg, 85%>) as an off-white solid. [0668] 1H-NMR (CDCI3, 500 MHz): delta 7.96 (d, 1H), 3.82-3.76 (m, 8H); LC-MS: 99.56%; 218.1 (M++l); (column: X-Bridge C-18, 50 3.0 mm, 3.5 muiotaeta); RT 2.88 min. 0.05% TFA: ACN; 0.8 mL/min); TLC: 20% EtOAc/ Hexanes (R/. 0.3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2927-71-1, its application will become more common.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
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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.21236-97-5, name is 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H7N3O2, molecular weight is 141.128, as common compound, the synthetic route is as follows.SDS of cas: 21236-97-5

General procedure: Dinitrile 3a (1 mmol, 0.232 g), PhCHO (1 mmol, 0.106 g), and uracil 5a (1 mmol, 0.155 g) were added to a round-bottomed flask containing EtOH (5 mL). Et3N (0.05 mmol) was added, and the mixture was refluxed for 5 h. The product that formed was collected by filtration and recrystallized from EtOH as a white solid; yield: 0.380 g (80%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,21236-97-5, 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Naidu, P. Seetham; Kolita, Sinki; Majumder, Swarup; Bhuyan, Pulak J.; Synthesis; vol. 47; 5; (2015); p. 701 – 711;,
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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. 16097-63-5, name is 4-Chloro-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4ClF3N2S

Step 3: 274-02 (38 mg, 0.16 mmol) , 49-01 (30 mg, 0.13 mmol) and K2CO3 (28 mg, 0.2 mmol) was mixed together in dry DMF (2 mL) in a microwave tube, the reaction was microwaved at 90 for 2 hrs. cooled to r. t. water was added, and the organic layer was extracted with ethyl acetate for three times, the organic layer was combined, dried and further purified by flash column chromatography (EA/PE 1/8) to give 54 mg of 274-03 as a colorless oil, yield: 96. Mass (m/z) : 430.15, [M+H] +.

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, 16097-63-5, 4-Chloro-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; WANG, Xiaodong; HUANG, Shaoqiang; JIANG, Xian; LI, Li; ZHANG, Zhaolan; HAN, Jianguang; (189 pag.)WO2018/14802; (2018); A1;,
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Related Products of 54-20-6, 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 54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

5-trifluoromethyluracil (48.0 g, 267 mmol) is suspended in 210 ml. phosphorus oxychloride (POCI3) while moisture is excluded. Diethylamide (47.7 g, 320 mmol) is slowly added dropwise to this suspension such that the temperature remains between 25C and 300C. After the addition has ended the mixture is stirred for a further 5 – 10 min in the water bath and the mixture is heated for 5- 6 h with the exclusion of moisture at 80 – 900C. The excess POCI3 is destroyed by stirring into approx. 1200 g of sulphuric acid mixed with ice water and the aqueous phase is immediately extracted 3 x with in each case 500 ml. diethyl ether or te/f.-butylmethyl ether. The combined ethereal extracts are washed 2 x with 300 ml. sulphuric acid mixed with ice water (approx. 0.1 M) and with cold saline solution and immediately dried on sodium sulphate. The desiccant is filtered off and the solvent is eliminated in vacuo. The residue is distilled in vacuo (10 mbar) through a short column (20 cm) (head temperature: 65 – 700C), to obtain a colourless liquid that is bottled and stored under argon. TLC: Rf = 0.83 (cHex:EE = 3:1 )

According to the analysis of related databases, 54-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; SAPOUNTZIS, Ioannis; KUHN, Daniel; STADTMUELLER, Heinz; WO2010/106097; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4316-93-2, 4,6-Dichloro-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, Quality Control of 4,6-Dichloro-5-nitropyrimidine, blongs to pyrimidines compound. Quality Control of 4,6-Dichloro-5-nitropyrimidine

General procedure: To a stirred solution of 4,6-dichloro-5-nitropyrimidine (1.5mmol), amine (0.5mmol), Pd2(dba)3 (0.01mmol), R-BINAP (0.03mmol) and potassium carbonate (0.7mmol) in toluene (5mL) at room temperature and the mixture was under an argon atmosphere for 3.5h. The resulting reaction mixture was filtered and evaporated. The residue was purified by column chromatography on silica gel.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4316-93-2, 4,6-Dichloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Liu, Meng-Meng; Mei, Qiong; Zhang, Yi-Xiao; Bai, Peng; Guo, Xiang-Hai; Chinese Chemical Letters; vol. 28; 3; (2017); p. 583 – 587;,
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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 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 131860-97-4

Methyl (£)-2-{2-[6-chloropyiimidin-4-yloxy]phenyl}-3-methoxyacrylate (E) (3g of 95.4% strength) was charged to the reaction tube followed by the solvent (10 ml) then 2- cyanophenol (1.2g), base (1.5 mol equivalents) and the compound being tested as a catalyst (15 mol%). The reaction mixtures were held, with stirring, at 400C for 4hrs, then at 6O0C for 2 hrs. The reaction was monitored for formation of product, throughout the hold period, by Gas Chromatography. Results are recorded as area % levels of methyl (£)-2-{2-[6- chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (II) and methyl (E)-2-{2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (I) in the reaction mixture.The following systems were tested:TABLE l The results are shown in Table 2 below:TABLE 2

With the rapid development of chemical substances, we look forward to future research findings about 131860-97-4.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43977; (2008); A1;,
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Pyrimidine – Wikipedia

Reference of 3435-25-4, 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. 3435-25-4, name is 4-Chloro-6-methylpyrimidine, molecular formula is C5H5ClN2, 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.

In a sealed tube tert-butyl N-[(lR,5S,8S)-3-azabicyclo[3.2.l]octan-8-yl]carbamate (500 mg, 2.21 mmol) was dissolved in EtOH (10 mL) and 4-chloro-6-methylpyrimidine (869 mg, 6.63 mmol) was added followed by triethylamine (894 mg, 1.23 mL, 8.84 mmol). The reaction mixture was stirred at l30C overnight. The crude reaction mixture was concentrated in vacuum. The residue was diluted with 20 mL of CH2CI2 and 20 mL of water. The organic phase was extracted with CH2CI2 (3 x 20 mL), dried over MgS04 and concentrated in vacuum. The crude material was purified by flash chromatography (0 % to 100 % EtOAc in heptane) to afford tert-butyl N- [(lR,5S,8S)-3-(6-methylpyrimidin-4-yl)-3-azabicyclo[3.2.l]octan-8-yl]carbamate as a yellow solid (496 mg, 71 % yield). MS (ES+) m/z. 319.2 [(M+H)+]

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 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; RATNI, Hasane; (31 pag.)WO2019/141832; (2019); A1;,
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Pyrimidine – Wikipedia

Reference of 2227-98-7, 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. 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

Example 18.4: (+/-)-c/s-1-[(9-Deaza-adenin-9-yl)methyl]-4-ethyl-3-hydroxypyrrolidine (34); Formaldehyde (35 muL, 0.4 mmol, 37 wt% solution in water) followed by 9-deazaadenine (52 mg, 0.4 mmol) are added to a solution of 33 (32 mg, 0.3 mmol) in 1 ,4-dioxane (1 ml.) and water (1 ml_). The reaction mixture is stirred at room temperature for 68 h, absorbed onto silica and eluted down a silica column using a gradient 10 – 50% (7 N NH3 in MeOH) in CH2CI2. The crude product is collected, concentrated and subjected to flash chromatography (5 : 4.9 : 0.1 then 5 : 4.8 : 0.2, CH2CI2 : MeOH : 28% aq. NH4OH) to afford 34 as an off-white solid (45 mg, 62%). 1H NMR (500 MHz, CD3OD): delta = 8.16 (s, 1H), 7.49 (s, 1H), 4.20 (td, J = 5.8, 3.3 Hz, 1H), 3.89 (s, 2H), 3.17 (dd, J = 10.9, 5.5 Hz, 1 H), 2.95 (dd, J = 9.4, 7.5 Hz, 1H), 2.57 (dd, J = 10.9, 3.3 Hz, 1 H), 2.41 (t, J = 9.9 Hz, 1H), 2.00 – 1.92 (m, 1H), 1.61 – 1.53 (m, 1H), 1.38 – 1.28 (m, 1 H) and 0.92 ppm (t, J = 7.5 Hz, 3H). 13C NMR (125 MHz, CD3OD): delta = 152.1 , 151.0, 147.0, 130.1 , 115.1 , 112.7, 72.5, 63.0, 58.3, 49.4, 46.6, 21.4 and 13.2 ppm. ESI-HRMS for C13H20N5O [MH]+ calcd, 262.1668; found, 262.1663.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2227-98-7, 4-Aminopyrrolo[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ALBERT EINSTEIN COLLEGE OF YESHIVA UNIVERSITY; INDUSTRIAL RESEARCH LIMITED; EVANS, Gary Brian; LONGSHAW, Alistair Ian; SCHRAMM, Vern L.; TYLER, Peter, Charles; WO2011/8110; (2011); A1;,
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