Category: pyrimidines

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 114040-29-8, name is Ethyl 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Ethyl 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylate

In 100ml RB flask 2-amino triazole 5-ethyl carboxylate (5gm) was taken. To it 2,4-pentandione (4.1ml) was added followed by addition of piperidine (4ml). This reaction mixture was refluxed for 3 daysunder nitrogen. Reaction mixture was cooled. Solvent from the RM was evaporated. To the residue water was added and neutralized with 6N HCl, solid precipitated. It was filtered and washed with diethyl ether and dried to give pure product as white solid (4 g, 55 %).

With the rapid development of chemical substances, we look forward to future research findings about 114040-29-8.

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 16019-34-4, Adding some certain compound to certain chemical reactions, such as: 16019-34-4, name is 7-Benzyl-4-chloro-7H-pyrrolo[2,3-d] pyrimidine,molecular formula is C13H10ClN3, 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 16019-34-4.

General procedure: A typical procedure for the preparation of 3a:2-bromopropane (74 mg, 0.6 mmol) was added to a solution of 1a (92 mg, 0.6 mmol) and K2CO3 (110 mg, 0.8 mmol) in 5 mL DMF at 70 C. According to TLC the reaction went to completion after 4 h. The mixture was extracted with ethyl acetate (3 * 10 mL). The combined organic layers were washed with brine(10 mL), dried over anhydrous Na2SO4, filtered and concentrated to give the crude product 2a, which was added to a solution of amino-phenol(66 mg, 0.6 mmol) and Cs2CO3 (585 mg, 1.8 mmol) in 10 mL DMSO without further purification. After stirring for 6 h at 80 C, the mixture was cooled to room temperature and extracted with ethyl acetate (3 * 10 mL). The combined organic layers were washed with brine (10 mL), dried over anhydrous Na2SO4, filtered and concentrated to give the crude product, which was further purified by column chromatography(petroleum ether/ethyl acetate 2:1) to afford compound 3a as a brown solid(121 mg, 75% over two steps): 1H NMR (300 MHz, CDCl3) delta 8.44 (s, 1H), 7.16 (d, J = 3.6 Hz, 1H), 7.02 (d, J = 8.9 Hz, 2H), 6.73 (d, J = 8.9 Hz, 2H), 6.39 (d, J = 3.6 Hz, 1H), 5.11 (m, 1H), 3.70 (s, 2H), 1.51 (d, J = 6.8 Hz, 6H).; 13C NMR (100 MHz, d6-DMSO) delta 162.5, 151.5, 150.0, 146.3, 142.7, 124.5, 122.2, 114.3, 104.6, 98.0, 46.0, 22.3.; HRMS [M]+ calcd for C15H16N4O268.1324, found 268.1326. The purity of the compound was >98% by HPLC.

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. 16019-34-4, 7-Benzyl-4-chloro-7H-pyrrolo[2,3-d] pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Yang; Fang, Jianping; Cai, Haiyan; Xiao, Fei; Ding, Kan; Hu, Youhong; Bioorganic and Medicinal Chemistry; vol. 20; 18; (2012); p. 5473 – 5482;,
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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. 87789-35-3, name is 5,7-Dichloro-2-(methylthio)thiazolo[4,5-d]pyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C6H3Cl2N3S2

The crude brown solid was slurried in methanol and morpholine (6eq) was added. The solution was stirred at room temperature for 30 min, solvent was removed under vacuum and ethyl acetate was added. The organic was washed with saturated sodium bicarbonate solution. Both the precipitate and the organic layers contained product and were subjected to silica gel chromatography to yield 5-chloro-2-(methylthio)-7-morpholinothiazolo[4,5-d]pyrimidine 78 and 5-chloro-2,7-dimorpholinothiazolo[4,5-d]pyrimidine 79.

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, 87789-35-3, 5,7-Dichloro-2-(methylthio)thiazolo[4,5-d]pyrimidine.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN – LA ROCHE AG; WO2009/42607; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 313339-35-4, Adding some certain compound to certain chemical reactions, such as: 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid,molecular formula is C6H4Cl2N2O2S, 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 313339-35-4.

To a suspension of 4, 6-dich.oro-2-methylsulfanylpyrimidine-5-carboxyiic acid (2.1 mmol) inCH2CI2 (20 ml) are added oxalyl chloride (4.2 mmol) and one drop of DMF at 0 C. Afterstirred at room temperature for 3 h under N2 atmosphere, the reaction mixture isconcentrated and dried in vacuo, to give 4, 6~dichloro-2-methylsulfanylpyrimidine-5-carbonylchloride as a yellow crystal.

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. 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/18284; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1086382-38-8, 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.1086382-38-8, name is 4-Bromo-6-hydroxypyrimidine, molecular formula is C4H3BrN2O, molecular weight is 174.98, as common compound, the synthetic route is as follows.

Step A: 6-Bromo-3-methylpyrimidin-4(3H)-one To a solution 6-bromopyrimidin-4(3H)-one (696 mg, 2.0 mmol) in DMF (3.0 mL) was added K2CO3 (828 mg, 6.0 mmol), CH3I (568 mg, 4.0 mmol), the reaction mixture was stirred at 50 C for 30 minutes. The mixture was cooled to ambient temperature, diluted with EtOAc (20 mL), washed with sodium bicarbonate (10 mL) and brine (10 mL), dried over MgS04, filtered and concentrated. The residue was purified with silica gel column (Petroleum ether : ethyl acetate = 1 : 1) to obtaine product: LC/MS m/z = 189.01 (M+H) +.

The chemical industry reduces the impact on the environment during synthesis 1086382-38-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCCOMAS, Casey, C.; KUDUK, Scott, D.; REGER, Thomas, S.; WO2014/81617; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 147539-23-9, Adding some certain compound to certain chemical reactions, such as: 147539-23-9, name is 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine,molecular formula is C13H18ClN5O4, 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 147539-23-9.

Example 84; 7-(2-Butynyl)-9-methyl-6-(piperazin-1-yl)-7,9-dihydropurin-8-thione trifluoroacetic acid salt; 84a) 4-(5-Amino-6-methylamino-pyrimidin-4-yl)piperazine-1-carboxylic acid t-butyl ester; [] 4-(6-Chloro-5-nitro-pyrimidin-4-yl)piperazine-1-carboxylic acid t-butyl ester (compound 61a) (5.0 g) was dissolved in acetonitrile (50 mL), and then methylamine (40%, methanol solution) (2.83 mL) was added to this solution. After stirring this reaction solution at room temperature for 17 hours, water (150 mL) was added. The reaction solution was stirred at room temperature for one hour, and then the precipitate was collected by filtration. The obtained yellow solid was washed with water and hexane to give a yellow solid (4.05 g). 1 g of the obtained yellow solid was dissolved in ethanol (20 mL). 10% palladium on carbon powder (wet) (200 mg) was then added to this solution. The reaction solution was stirred at room temperature for 15 hours under a hydrogen atmosphere. The insoluble substances were removed by filtration, and the obtained filtrate was concentrated under reduced pressure to give the title compound (920 mg).

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. 147539-23-9, 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai Co., Ltd.; EP1568699; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 29939-37-5, 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 29939-37-5, name is 4-Hydroxy-6-hydrazinylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1c 6-(2-Cyclohexylidenehydrazino)pyrimidin-4-ol A mixture comprising 240 mg (1.90 mmol) 6-hydrazinopyrimidin-4-ol/6- hydrazinopyrimidin-4(1 H)-one (CAS-No: 29939-37-5), 280 mg cyclohexanone and 3.88 mL ethanol was heated under reflux for 1.5h. After cooling to 3C, the precipitated solid was filtered off and washed with diethyl ether to give 354.1 mg (86%) of the title compound.

According to the analysis of related databases, 29939-37-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; KETTSCHAU, Georg; SUeLZLE, Detlev; PUeHLER, Florian; KOSEMUND, Dirk; LIENAU, Philip; BOeMER, Ulf; WO2013/174743; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 16097-60-2, 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 16097-60-2, name is 2-Amino-4-chloro-6-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 11 N4-{3-Fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)amino]phenyl}-6-(trifluoromethyl)pyrimidine-2,4-diamine 123 mg (480 mmol) of 2-fluoro-N1-(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)benzene-1,4-diamine and 123 mg (620 mumol) of 4-chloro-6-(trifluoromethyl)pyrimidine-2-amine are suspended in 3.5 ml of water. 620 mul of 1 M hydrochloric acid are added, and the mixture is heated at 100 C. overnight. Using 1N aqueous sodium hydroxide solution, the suspension is then adjusted to pH 10, resulting in the precipitation of crystals. The solid is filtered off and washed with water. The crude product is purified by column chromatography on silica gel (mobile phase: dichloromethane/methanol (7 M ammonia) 100:1 to 10:1). Yield: 154 mg (77% of theory) LC-MS (Method 3): Rt=1.38 min. MS (ESI pos.): m/z=418 (M+H)+. 1H-NMR (DMSO-d6, 300 MHz): delta=2.45 (s, 3H), 6.02-6.10 (m, 1H), 6.38 (s, 1H), 6.88-7.03 (m, 3H), 7.24-7.39 (m, 2H), 7.43 (s, 1H), 7.79 (d, 1H), 8.08 (d, 1H), 9.78 (s, 1H), 11.0 (s, 1H).

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 16097-60-2, 2-Amino-4-chloro-6-(trifluoromethyl)pyrimidine.

Reference:
Patent; Bayer HealthCare AG; US2008/269268; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 87253-62-1, 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. 87253-62-1, name is 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid, molecular formula is C8H8N4O2, 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: 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.

According to the analysis of related databases, 87253-62-1, the application of this compound in the production field has become more and more popular.

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

Adding a certain compound to certain chemical reactions, such as: 5193-88-4, 4-Chloro-5,6-dimethoxypyrimidine, 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, Safety of 4-Chloro-5,6-dimethoxypyrimidine, blongs to pyrimidines compound. Safety of 4-Chloro-5,6-dimethoxypyrimidine

b. Preparation of Compound 4-(4-Fluorophenyl)-5,6-dimethoxypyrimidine 4-Chloro-4,5-dimethoxypyrimidine (165 mg, 0.95 mmol), (4-fluorophenyl)boronic acid (99 mg, 1.42 mmol), Pd(PPh3)4 (110 mg, 0.095 mmol) and Na2CO3(300 mg, 2.84 mmol) were dissolved in a mixture of dioxane (9 mL) and water (3 mL). The air was evacuated and replaced with N2. Then, the reaction mixture was refluxed for 19 hours. After the reaction was completed, it was cooled to room temperature and it was diluted with EtOAc and washed with sat. NH4CI followed by brine. The organic layer was dried over Na2S04 and concentrated under reduced pressure and the resulting residue was flash chromatographed on silica gel eluting with 0 to 10% EtOAc/Hexane. This afforded 4-(4-fluorophenyl)-5,6-dimethoxypyrimidine as a white solid (181 mg, 82%); m.p.62-64 C; 1H NMR (400 MHz, CDC13) delta 8.53 (s, 1H), 8.07 (dd, J= 9 Hz, J= 6 Hz, 2H), 7.15 – 7. 1 1 (m, 2H), 4.07 (s, 3H), 3.73 (s, 3H); 13C NMR (100 MHz, CDCI3) delta 163.7 (Jc,F= 249 Hz), 164.0, 154.3, 152.0,139.4, 131.4 (JCF= 8 Hz), 131.3, 115.3 (JC,F = 21 Hz), 60.2, 54.2; 19F NMR (376 MHz, CDC13) 6 -1 1 1.0

The synthetic route of 5193-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LAVOIE, Edmond J.; BAUMAN, Joseph David; PARHI, Ajit; SAGONG, Hye Yeon; PATEL, Disha; ARNOLD, Eddy; DAS, Kalyan; VIJAYAN, Suyambu Kesava; WO2014/43252; (2014); A2;,
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Pyrimidine – Wikipedia