Pyrimidines

5750-76-5, A common compound: 5750-76-5, name is 2,4,5-Trichloropyrimidine,molecular formula is C4HCl3N2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Take 3 (23.44 mmol) and DIPEA (4.5 g, 35.16 mmol)2,4-Dichloro-5-R-pyrimidine (3.8 g, 23.44 mmol) was slowly added to 50 mL of 1,4-dioxane.After heating at 60 C for 2 hours,The reaction is complete, cooling,Add 400 mL of water, precipitate a yellow-white solid, suction filtration, and dry to give a white solid.The next reaction was not directly purified.

With the rapid development of chemical substances, we look forward to future research findings about 5750-76-5.

Reference:
Patent; Dalian Medical University Affiliated The First Hospital; Dalian Medical University; Yuan Hong; Li Si; Zhao Jingyuan; Wu Xiangdong; Wang Xiaoxi; Wang Nan; Yao Bingjie; Zhao Dan; Yao Yao; Sun Xiuli; Ma Xiaodong; (23 pag.)CN108610295; (2018); A;,
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932-52-5, 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. 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 1 : Dimethyl (2E)-2-r(2,4-dioxo-1 ,2,3,4-tetrahvdropyrimidin-5-yl)amino1but- 2-enedioate; To a suspension of 5-aminouracil (275 g, 2.16 mol) in dry methanol (5.5 L) was added dropwise dimethyl acetylene dicarboxylate (344 g, 2.42 mol) at room temperature. After the end of the addition, the mixture was stirred at room temperature for 24 hours. The precipitate was filtered off, washed with MeOH (500 mL) and dried under vacuum to afford the title compound (430 g, 74%) as a yellow solid.LC/MS (Method A) : RT 0.87 min (purity : 96%). MS (ES-) : 267.6. 1H NMR (400 MHz, DMSO-ds) delta 11.33 (br s, 1 H), 10.82 (br s, 1 H), 9.07 (s, 1 H), 7.42 (s, 1 H),5.21 (s, 1 H), 3.65 (s, 3H), 3.63 (s, 3H).

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, 932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; MERCK SERONO S.A.; MONTAGNE, Cyril; BOMBRUN, Agnes; DESFORGES, Gwenaelle; QUATTROPANI, Anna; GAILLARD, Pascale; WO2010/91996; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 703-95-7, 5-Fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid, 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, 703-95-7, blongs to pyrimidines compound. 703-95-7

General procedure: To an ice-cooled solution of amine (1.0 mmol) in DMF were added Boc-AA-OH or carboxylic acid (1.0 mmol), followed by EDC*HCl (1.2 mmol), HOBt*H2O (1.2 mmol) and Et3N (1.2 mmol) were then added. The reaction mixture was stirred for 12 h at room temperature. After removal of the solvent in vacuo, the residue was dissolved in EtOAc (20 mL), extracted with 10% citric acid (aq) (3 ¡Á 5 mL), saturated solution of NaHCO3 (aq) (3 ¡Á 5 mL), and finally washed with brine (1 ¡Á 5 mL), then dried over Na2SO4, and finally evaporated to give the crude product which was further purified by using column chromatography and then subjected to tert-butyloxycarbamate deprotection by using general procedure A. The obtained product was then subjected to the next step or purified by using preparative HPLC in the case of target compounds. Purified target compounds were immediately lyophilized to afford their respective amorphous powders.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,703-95-7, its application will become more common.

Reference:
Article; Tagad, Harichandra D.; Hamada, Yoshio; Nguyen, Jeffrey-Tri; Hidaka, Koushi; Hamada, Takashi; Sohma, Youhei; Kimura, Tooru; Kiso, Yoshiaki; Bioorganic and Medicinal Chemistry; vol. 19; 17; (2011); p. 5238 – 5246;,
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696-82-2, 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. 696-82-2, name is 2,4,6-Trifluoropyrimidine. A new synthetic method of this compound is introduced below.

(1) 21.0 parts of sodium 2,4_ diamino benzene sulfonate (to, hereinafter referred to as double) dissolved in 200 parts of water, then add13.5 parts of trifluoropyrimidine at a temperature of 15 C, a pH of 5 conditions, condensation 4. 0h, to obtain a condensation product;

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. 696-82-2, 2,4,6-Trifluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Demeike Chemical Co., Ltd.; Wang Xiaojun; (8 pag.)CN106398298; (2017); A;,
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274-95-3, 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. 274-95-3, name is Imidazo[1,2-a]pyrimidine. A new synthetic method of this compound is introduced below.

General procedure: Imidazo[1,2-a]pyrimidine (0.3 mmol), 2-chlorobenzaldehyde (0.9 mmol, 3 equiv.), K2CO3 (0.9 mmol, 3 equiv.), NBu4Br (0.3 mmol, 1 equiv.), PivOH (30 molpercent), Pd(OAc)2 (5 mol percent), and Xantphos (10 mol percent) were added to a 10 mL round-bottomed flask, and then a mixed solvent of 3 mL of PhNO2 and 30 uL of H2O was added. The mixture was stirred under air at 110 ¡ãC for 24 h. After the reaction was complete, the mixture was washed with water and extracted with ethyl acetate three times. The combined organic layer was dried with anhydrous MgSO4 and filtered. The filtrate was concentrated in vacuo. The crude product was purified by flash chromatography on silica gel using dichloromethane/methanol as the eluent to give the pure product.

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. 274-95-3, Imidazo[1,2-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mu, Bing; Li, Jingya; Zou, Dapeng; Wu, Yusheng; Chang, Junbiao; Wu, Yangjie; Tetrahedron Letters; vol. 58; 52; (2017); p. 4816 – 4821;,
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137281-39-1 , The common heterocyclic compound, 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, molecular formula is C15H14N4O3, 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.

General procedure: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

According to the analysis of related databases, 137281-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
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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. 125401-75-4, name is 2,6-Bis((4,6-dimethoxypyrimidin-2-yl)oxy)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows. 125401-75-4

EXAMPLE 1 Preparation of 1-ethoxycarbonyloxyethyl 2,6-bis[(4,6-dimethoxypyrimidin -2-yl)oxy]benzoate (Compound No. 5) 1.7 g (4.0 mmol) of 2,6-bis[(4,6-dimethoxypyrimidin-2-yl) oxy]benzoic acid and 0.2 g of 60% sodium hydride were dissolved in N,N-dimethylformamide. After the generation of hydrogen ceased, 0.68 g (4.4 mmol) of 1-chloroethylethylcarbonate was added to the solution and the resultant mixture was reacted at 100 C. for 1 hour. After completing the reaction, the reaction mixture was added to ice water and was extracted with ethyl acetate. The ethyl acetate layer was dried with anhydrous sodium sulfate, and the ethyl acetate was distilled off. The residue was purified by silica gel column chromatography, and ethanol/hexane were added thereto to precipitate a solid, which was then filtered out to obtain 1.4 g of a white crystal having a melting point of from 97 to 100 C.

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, 125401-75-4, 2,6-Bis((4,6-dimethoxypyrimidin-2-yl)oxy)benzoic acid.

Reference:
Patent; Kumiai Chemical Industry Co. Ltd.; Ihara Chemical Industry Co., Ltd.; US5154750; (1992); A;,
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1820-81-1 , The common heterocyclic compound, 1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, 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.

5-chlorouracil (100 g, 99% content; 0.68 mol), triphenylphosphine oxide (59.6 g, 98% content; ie 0.21 mol) and nitrobenzene (150 ml) in a 250 ml belt In a three-necked flask equipped with a thermometer, a stirrer, an air tube, and a condenser (-5 – 10 C),The system uses nitrogen to check for leaks. The mixture of 5-uracil is heated to 80 C,Phosgene (340 g, 99% content; ie 3.4 mol) was passed through the gas pipe through the reaction liquid.A small amount of phosgene begins to reflux during the addition. The phosgene access time is 20 minutes.The mixture was heated to 125 C. When the temperature is 110 C, a large amount of gas is released.At the same time, the phosgene of the condenser is largely returned After 30 minutes, the reaction mixture was taken to a clear red color. The deflation rate after 40 minutes was very slow; the reaction solution was sampled and then the reaction was continued for 1 hour, during which time all deflation had stopped. HPLC analysis indicated complete reaction. The reaction mixture was cooled and unreacted phosgene was removed by purging with nitrogen. The column was packed, the solvent was recovered under reduced pressure, and the product was further distilled to obtain 116.0 g of a product of 99% or more, and the yield was about 93.0%.

According to the analysis of related databases, 1820-81-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hangzhou Bulang Bio-pharmaceutical Technology Co., Ltd.; Huang Guoxiang; Ma Xiaoke; (6 pag.)CN109516958; (2019); A;,
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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.5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.4231, as common compound, the synthetic route is as follows.5750-76-5

General procedure: To a solution of compound 15 (37.65 mmol) in 1,4-dioxane (50 mL) were added diisopropylethylamine (7.3 g, 56.48 mmol) and 2,4,5-trichloropyrimidine (6.9 g, 37.65 mmol) or 2,4-dichloro-5-fluoropyrimidine (6.3 g, 37.65 mmol). The reaction was heated to 60 C and stirred for 2 h. After being cooled to room temperature, the reaction mixture was added to water (300 mL). The precipitate was filtered, and the filtered cake was rinsed with additional cool water and dried in a vacuum oven to give the compound 16a,b (91%), which was used without further purification.

Statistics shows that 5750-76-5 is playing an increasingly important role. we look forward to future research findings about 2,4,5-Trichloropyrimidine.

Reference:
Article; Ge, Yang; Yang, Haijun; Wang, Changyuan; Meng, Qiang; Li, Lei; Sun, Huijun; Zhen, Yuhong; Liu, Kexin; Li, Yanxia; Ma, Xiaodong; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 765 – 772;,
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36315-01-2, 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 36315-01-2 as follows.

24.5g carbamate, 11.8g 4,6-dimethoxy-2-pyrimidinamine, 200mL tolueneMix and put into the reaction vessel and heat to reflux. After about 0.5h, start to collect the mixed solution of toluene and ethanol.Fresh toluene was added at the same speed, and the reaction was completed after refluxing for 5h. Stop adding toluene, distill off some toluene, cool to room temperature, and filter.After drying, 24.6 g of nicosulfuron was obtained, the mass fraction was 95.0%, and the yield was 75.6%.

The chemical industry reduces the impact on the environment during synthesis 36315-01-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Heilongjiang Suihua Farming Chenhuan Biological Preparation Co., Ltd.; Du Chuanyu; Zhao Mingxin; Jiang Yushan; Zhou Dewei; Wang Weisheng; (7 pag.)CN111269214; (2020); A;,
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