Category: pyrimidines

Synthetic Route of 1266343-30-9, 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.1266343-30-9, name is 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5BrClN3, molecular weight is 246.49, as common compound, the synthetic route is as follows.

5-bromo- 7-meth yl- 7H-p yrrolo[2, 3-d ID yrimidin-4-amineA suspension of 5-bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (17 g, 69.0 mmol) in ammonium hydroxide (150 ml_, 3852 mmol) was stirred for 2 days at 100 C in a sealed vessel. The reaction was allowed to cool to room temperature and filtered. The collected solid was washed with Et20 to afford the product 5-bromo-7-methyl-7H-pyrrolo[2,3- d]pyrimidin-4-amine (12.5 g) as a white solid.

Statistics shows that 1266343-30-9 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 87253-62-1, 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 87253-62-1 as follows.

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,87253-62-1, its application will become more common.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
Pyrimidine | C4H4N2 – PubChem,
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. 830346-47-9, name is 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a 250 mL three-neck round bottom flask was charged l-(2-fluoro-6- trifluoromethyl-benzyl)-6-methyl-lH-pyrimidine-2,4-dione Ia (25.0 g) and methanol (250 mL). Iodine monochloride (30.9 g) was charged over 2.5 min. The mixture was heated at 50 0C for 3 hours. After cooling to ambient temperature, the mixture was filtered. The cake was re-slurried in methanol (250 mL) and heated to 50 C for 3 hours. After cooling to ambient temperature, the mixture was filtered and the filter cake was washed with methanol (50 mL). The off-white solid was dried in a vacuum oven at 50 C to provide l-(2-fluoro-6-trifluoromethyl-benzyl)-5-iodo-6-methyl-lH-pyrimidine-2,4- dione Ib (32.5 g, 90% yield). LCMS (ESI) m/z 429.3 (MH+). The material may be re- slurried in MeOH as needed.

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, 830346-47-9, 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2009/62087; (2009); A1;,
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Pyrimidine – Wikipedia

Related Products of 206564-00-3, 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 206564-00-3, name is 4-(2-Furyl)pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The mixture of 8 (1.0 equiv) and 2-amino-pyrimidine derivatives 4-6 (1.0 equiv) in toluene was heated to reflux. Along with the azeotrope of ethanol and toluene was distilled out of the reaction system continuously, a small amount of fresh toluene was added if necessary. Heating was stopped until the complete consumption of 8 which was indicated by TLC. After the reaction mixture was cooled to room temperature, the forming precipitate was collected by suction filtration and washed with small amounts of toluene and ethyl acetate to afford desired compounds 9-11. They could be further purified on silica gel column chromatography (eluted by acetone with petroleum ether).

According to the analysis of related databases, 206564-00-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Wei; Li, Yuxin; Zhou, Yunyun; Ma, Yi; Li, Zhengming; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2160 – 2162;,
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Application of 830346-47-9 ,Some common heterocyclic compound, 830346-47-9, molecular formula is C13H10F4N2O2, 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.

Bromine (16.5 mL, 0.32 mmol) was added to 1- [2-FLUORO-6- (trifluoromethyl) benzyl] -6-methylpyrimidine-2, 4 (1H, 3H)-DIONE lc (48. 5 g, 0.16 mol) in 145 mL of acetic acid. The resulting mixture became clear then formed precipitate within an hour. After 2 hours stirring, the yellow solid was filtered and washed with cold EtOAc to an almost white solid. The filtrate was washed with sat. NAHC03 and dried over NA2S04. Evaporation gave a yellow solid which was washed with ETOAC to give a light yellow solid. The two solids were combined to give 59.4 g of ld (0.156 mol) total NMR (CDC13) 8 2.422 (s, 3H), 5.478 (s, 2H), 7.246-7. 582 (m, 3H), 8.611 (s, 1H) ; MS (CI) M/Z 380.9 (MH+). 5-Bromo-1-[2, 6-difluorobenzyl]-6-methylpyrimidine-2, 4 (1H, 3H)-dione ld. 1 was made using the same procedure.

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. 830346-47-9, 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/7164; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 87253-62-1, 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-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, COA of Formula: C8H8N4O2, blongs to pyrimidines compound. COA of Formula: C8H8N4O2

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

The synthetic route of 87253-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 15846-19-2, 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.15846-19-2, name is 4-Chloro-6-methoxypyrimidin-5-amine, molecular formula is C5H6ClN3O, molecular weight is 159.57, as common compound, the synthetic route is as follows.

[0708] Isopropylmagnesium bromide (9.4 mL, 4.70 mmol) was added to a stirred mixture of 4-chloro-6-methoxypyrimidin-5-amine (0.50 g, 3.1 mmol, Frontier Scientific Inc., Newark, DE), Pd(dppf)Cl2 (0.23 g, 0.31 mmol), and THF (5 mL), and the resulting mixture was heated at 60 C for 16 h. After cooling, 5 N NaOH was added, and the resulting mixture was extracted with EtOAc (3). The combined extracts were washed with brine, dried over MgSO4, and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 40% EtOAc/heptane) gave 4-isopropyl-6-methoxypyrimidin-5-amine (Intermediate I-39, 482 mg, 91%). 1H NMR (CDCl3) d: 8.18 (s, 1H), 3.92 (s, 3H), 3.57 (br s, 2H), 2.91 (dt, J=13.5, 6.7 Hz, 1H), 1.19 (br d, J=6.8 Hz, 6H). m/z (ESI, +ve ion) 168.1 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 15846-19-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; MINATTI, Ana Elena; XUE, Qiufen; WURZ, Ryan Paul; TEGLEY, Christopher M.; PICKRELL, Alexander J.; NGUYEN, Thomas T.; MA, Vu Van; LOPEZ, Patricia; LIU, Longbin; KOPECKY, David John; FROHN, Michael J.; CHEN, Ning; CHEN, Jian Jeffrey; SIEGMUND, Aaron C.; AMEGADZIE, Albert; TAMAYO, Nuria A.; BOOKER, Shon; GOODMAN, Clifford; WALTON, Mary; NISHIMURA, Nobuko; SHIN, Youngsook; LOW, Jonathan D.; CEE, Victor J.; REED, Anthony B.; WANG, Hui-Ling; LANMAN, Brian Alan; (738 pag.)WO2019/213516; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 17180-94-8, 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. 17180-94-8, name is 5-Chloropyrimidine, molecular formula is C4H3ClN2, 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.

General procedure: Under argon protection, NiCl2·6H2O (0.05mmo 1,11.9mg), dppf (0.06mmol, 33.3mg), Zetan (0·2mmol, 13.0mg), DMAP (1.0mmol, 122.2mg), Zetan(CN)2 (0.8mmol) , 93.9mg),p-Chloroanisole (1.0 mmol, 140.6 mg) and acetonitrile (5.0 mL) were sequentially added in a 25.0 mL sealed tube, then directly put it into the oil bath at 60 C, and heating was stopped after 6h, and cooled to room temperature, the reaction solution was directly filtered through a short silica gel column, washed with dichloromethane, concentrated and purified by silica gel column chromatography( given that the product is most easily pulled out, in order to avoid loss of sample mix, unless otherwise noted, both are wet method). Eluent: petroleum ether / ethyl acetate = 20:1, the product was 117.2 mg as a white solid, yield 88%, and 1H NMR purity was greater than 98%.

According to the analysis of related databases, 17180-94-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Liu Yuanhong; Zhang Xingjie; (34 pag.)CN108623495; (2018); A;,
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. 157335-92-7, name is 4-Methylpyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below., Computed Properties of C6H6N2O2

6,7,8-substituted-9H-beta-carboline (1 mmol), EDCI (1.6 mmol) and the appropriate carboxylic acid (1.2 mmol) were taken in a round-bottom flask and suspended in pyridine (5 ml). The resulting mixture was heated at 60 C. overnight. The pyridine was then removed by rotary evaporation and 5% Na2CO3 solution was added. The resulting solid that precipitated out was collected by filtration. Chromatographic purification gave the desired product.; Example 2 4-methyl-pyrimidine-5-carboxylic acid (6-chloro-7-methoxy-9H-beta-carbolin-8-yl)-amide The desired compound was prepared according to Method A from 6-chloro-7-methoxy-9H-beta-carbolin-8-ylamine and 4-methyl-5-pyrimidine carboxylic acid in 80% yield. 1H-NMR (300 MHz, DMSO-d6): delta 2.75 (s, 3H), 3.92 (s, 3H), 8.19 (d, 1H), 8.41 (d, 1H), 8.50 (s, 1H), 8.96 (s, 1H), 9.20 (s, 1H), 9.25 (s, 1H), 10.63 (s, 1H), 11.67 (s,1H). Retention Time (LC, method: formic acid standard): 0.95 min. MS (M+H+): 368.

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, 157335-92-7, 4-Methylpyrimidine-5-carboxylic acid.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2005/239781; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 31462-58-5, name is 5-Iodopyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 31462-58-5

General procedure: Aryl iodide or bromides (1 mmol), ArOH (1 mmol), CuI(20 mol%), and dimethyl di (2-pyridyl)silane (20 mol%) were placed in a small round-bottom flask. DMF (3 mL) and K2CO3(276 mg, 2 mmol) were then added together. The mixture was stirred for 24 h at 100C in nitrogen atmosphere. The reaction mixture was cooled to room temperature. Ethyl acetate(10 mL) and H2O (1 mL) were added and the mixture was stirred. The organic layer was separated and the aqueous layer was extracted twice more with ethyl acetate (10 mL). Combined organic layer was dried overNa2SO4 and filtered. The filtrate was concentrated and the resulting residue was purified by silica gelchromatography and afforded the desired products.

The synthetic route of 31462-58-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Baohua; Shi, Lanxiang; Guo, Ruixia; Liu, Sijie; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 6; (2016); p. 930 – 932;,
Pyrimidine | C4H4N2 – PubChem,
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