Pyrimidines

Related Products of 54-20-6, Adding some certain compound to certain chemical reactions, such as: 54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione,molecular formula is C5H3F3N2O2, 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 54-20-6.

5-Trifluoromethyluracil (5 g, 27.8 mmol) and phosphorous oxychloride (21.3 g, 0.136 mmol, 1.5 eq.) were stirred in a 3 neck flask, fitted with reflux condenser, internal thermometer and addition funnel under a nitrogen atmosphere. Concentrated phosphoric acid (200 muL) was added to the slurry followed by dropwise addition of di- °propylethylamine (3.6 g, 27.8 mmol, 1 eq.) at a rate that maintained the internal temperature below 90 0C. Once addition was complete, the solution was heated to 100 0C for 20 hours. After this time HPLC showed no more starting material to be present. The reaction was then allowed to cool before being added slowly to cooled, aqueous 3M hydrochloric acid (3 eq.) at a rate that maintained the temperature below 15 0C. The aqueous product was then twice extracted with diethyl ether (100 mL) and the combined organic extracts were washed with water until the extracts were neutral (5 x 100 mL). After drying with magnesium sulphate the solution was concentrated to produce a light orange oil. Further purification could either be achieved by distillation or solid phase extraction.

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; ARROW THERAPEUTICS LIMITED; WO2009/63240; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 149849-94-5 ,Some common heterocyclic compound, 149849-94-5, molecular formula is C6H5ClN2O2, 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.

To a solution of Example 28B (18 g) in 1,4-dioxane (150 mL) were added methyl 2- chloropyrimidine-4-carboxylate, potassium phosphate (21.5 g) and (l ,l’-bis(diphenylphosphino) ferrocene dichloro palladium(II) dichloromethane complex (2.54 g) at room temperature under nitrogen flow. The reaction mixture was stirred at 110 C for 3 hours under nitrogen atmosphere, cooled and filtered. The filtrate was concentrated and the residue was purified by flash column chromatography on silica gel (eluting with ethyl acetate: methanol = 10:1) to provide the title compound. ‘H NMR(400MHz, dimethylsulfoxide-de) delta ppm 9.25 (dd, 1H), 8.10 (dd, 1H), 7.62-7.41 (m, 1H), 6.67-6.52 (m, 2H), 3.95 (d, 3H), 3.42 (d, J=l .l Hz, 3H).

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. 149849-94-5, Methyl 2-chloropyrimidine-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBVIE INC.; ABBVIE DEUTSCHLAND GMBH & CO. KG; BRAJE, Wilfried; DOHERTY, George; JANTOS, Katja; JI, Cheng; JUDD, Andrew; KUNZER, Aaron; MASTRACCHIO, Anthony; SONG, Xiaohong; SOUERS, Andrew; SULLIVAN, Gerard; TAO, Zhi-Fu; LAI, Chunqui; KLING, Andreas; POHLKI, Frauke; TESKE, Jessc; WENDT, Michael; BRADY, Patrick; WANG, Xilu; PENNING, Thomas; MICHAELIDES, Michael; (448 pag.)WO2019/35927; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 43024-70-0, 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.43024-70-0, name is Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-6-carboxylate, molecular formula is C9H8ClN3O2, molecular weight is 225.6317, as common compound, the synthetic route is as follows.

The obtained residue was dissolved in N,N-dimethylacetamide (30 mL), 4-fluoro-2-methylaniline (2.2 mL, 20.1 mmol) and N,N-diisopropylethylamine (5.4 mL, 30.9 mmol) were added, and the mixture was stirred with heating at 80 C. for 2 hr. After cooling, to the reaction mixture was added dropwise 5% aqueous citric acid solution, chloroform was added, and the mixture was extracted 3 times. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to give the title compound (3.14 g, 65%). ESI-MS m/z: 315 (M+H)+; 1H-NMR (CDCl3, delta): 1.42 (t, J=7.2 Hz, 3H), 2.22 (s, 3H), 4.38 (q, J=7.2 Hz, 2H), 6.46 (d, J=2.3 Hz, 1H), 6.55-7.09 (m, 3H), 7.83 (d, J=2.3 Hz, 1H), 8.83 (s, 1H), 10.69 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 43024-70-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KYOWA HAKKO KIRIN CO., LTD.; Yamamoto, Keisuke; Aratake, Seiji; Hemmi, Kazuki; Mizutani, Mirai; Seno, Yuko; US2014/221340; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 100707-39-9, 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. 100707-39-9, name is 2-Methyl-5-bromopyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below.

A mixture of xylenes (5 mL) solution of compound 5-bromo-2-methyl-pyrimidine-4-carboxylic acid (350mg, 1.6mmol) was refluxed for 2 hours. After cooling, the mixture directly subjected to a silica column, petroleum ether, and then give the compound 0601-120 eluting with ethyl acetate in petroleum ether (5percent v / v) as a white solid (170mg, 61percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100707-39-9, its application will become more common.

Reference:
Patent; CURIS INCORPORATED; CAI, XIONG; ZHAI, HAIXIAO; LAI, CHENG-JUNG; QIAN, CHANGGENG; (290 pag.)JP2015/187145; (2015); A;,
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Pyrimidine – Wikipedia

Reference of 2972-52-3, 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride. A new synthetic method of this compound is introduced below.

Methyl 2-(butYlaminoV4-(((tra^^ (0734) (0735) To a solution of 2,4-dichloropyrimidine-5-carbonyl chloride (500 mg, 2.38 mmol) in dichloromethane (30 mL) was added methanol (87.6 mg, 2.73 mmol) and diisopropylethylamine (369 mg, 2.86 mmol) at 0 °C. The resulting mixture was stirred for 1 h at 0 °C. Then the solvent was removed. The residue (461mg, 94percent) was dissolved in IP A (20 mL) and followed by the addition of tra5′-4-aminocyclohexanol (301.6 mg, 2.62 mmol) then DIEA (461.4 mg, 3.57 mmol) dropwisely. The resulting mixture was stirred at 0 °C for 90 min. After which butylamine (208.8 mg, 2.86 mmol) was added, followed by DIEA (461.4 mg, 3.57 mmol). The resulting mixture was stirred at room temperature for 3 h. Water was then added. The resulting mixture was extracted with EtOAc (3X). The combined organic layers were dried filtered and concentrated. The residue was purified on ISCO to provide methyl 2-(butylamino)-4-(((traj,-4-hydroxycyclohexyl)amino)pyrimidine-5 – carboxylate (682.6 mg, 89percent over 3 steps). 1H NMR (400 MHz, CDC13) delta 9.21 (s, 1H), 8.77 (s, 1H), 6.29 (s, 1H), 4.81-4.64 (m, 1H), 4.51 (s, 3H), 4.46-4.38 (m, 1H), 4.13-4.11 (m, 2H), 2.89-2.81 (m, 2H), 2.74 (d, J = 9.7 Hz, 2H), 2.35-2.25 (m, 2H), 2.23-2.00 (m, 6H), 1.67 (t, J = 7.2 Hz, 3H); 13C NMR (101 MHz, CDC13) delta 167.9, 162.5, 161.3, 160.3, 95.5, 69.7, 51.2, 48.3, 41.1, 33.8, 31.7, 30.3, 20.1, 13.8; MS m/z 323.20 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHANG, Weihe; FRYE, Stephen; WO2015/157127; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1074-41-5 ,Some common heterocyclic compound, 1074-41-5, molecular formula is C5H7N3OS, 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.

An intimate mixture containing equimolar quantities of6-amino-2-(methylsulfanyl)pyrimidin-4(3H)-one, naphthalene-1,2,4(3H)-trione and 4-methoxybenzaldehyde was subjectedto microwave irradiation for 5 min at 300 W maximumpower and 473 K in a CEM Discover microwave oven. Upon completion of the reaction, as monitored by thin-layer chromatography,the reaction mixture was cooled to ambient temperature. Recrystallization from ethanol, at ambient temperature and in air, provided yellow crystals suitable forsingle-crystal X-ray diffraction [yield 80%, m.p. > 573 K(decomposition)]. MS: (70 eV) m/z = 431 (61, M+), 325 (19),324 (100), 276 (18), 248 (12).

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. 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Castillo, Yelder A.; Zapata, Luis F.; Trilleras, Jorge; Cobo, Justo; Glidewell, Christopher; Acta Crystallographica Section C: Structural Chemistry; vol. 70; 1; (2014); p. 50 – 54;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4595-61-3, 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 4595-61-3 as follows.

Pyrimidine-5-carbonyl chloride hydrochloride 7.50 g (60 mmol) pyrimidine-5-carboxylic acid are stirred in 50 ml of thionyl chloride and 0.5 ml dimethylformamide for 4 hours at 70° C. The reaction mixture is evaporated to dryness and re-evaporated several times with toluene. Yield: 7.80 g (72percent of theoretical)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-61-3, its application will become more common.

Reference:
Patent; Maier, Udo; Grauert, Matthias; Hoffmann, Matthias; Hoenke, Christoph; Joergensen, Anne T.; Pautsch, Alexander; Brandl, Trixi; Breitfelder, Steffen; Scheuerer, Stefan; Erb, Klaus; Pieper, Michael; Pragst, Ingo; US2007/259855; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 16462-28-5, 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. 16462-28-5, name is 4-Amino-2-hydroxypyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

After the reaction in step (2), the intermediate II obtained is added with 2.5-3.0mol / L of dilute hydrochloric acid 30-150mL, and then the microwave reaction temperature is 80-100 CThe power is 500W, radiate for 30 to 50 minutes under normal pressure, cool, and filter to get:The urea 1-300 mmol and malononitrile 1-300 mmol are carried out in an amount of equal substances and an excess of 10-80 mL of triethyl orthoformate,The microwave temperature does not exceed 80 degrees at 500W power, otherwise it will affect product purity and color.In order to get good products,The intermediate II in the second step is decolorized with 0.1-0.5 g of activated carbon and acidified with 5-30 mL of glacial acetic acid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16462-28-5, 4-Amino-2-hydroxypyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Zunyi Medical College; Yuan Zeli; He Shunli; Song Wenting; Yu Guangqin; (6 pag.)CN104356073; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 31462-59-6, 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. 31462-59-6, name is Pyrimidine-4-carboxylic acid, molecular formula is C5H4N2O2, 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.

Step B: Preparation of Pyrimidine-4-carboxylic acid methyl ester: A solution of the product of Preparation 2, Step A (6.17 g, 49.7 mmol), in MeOH (60 ml) was added to sulfuric acid (0.3 ml) and heated to refluxed for 16 hr. Excess solvent was removed under vacuum to obtain a residue, which was dissolved in 10% MeOH/CHCI3 (100 ml) and adsorbed onto silica gel. The crude material was purified by column chromatography over silica gel eluting with CHCl3 then 10% MeOH/CHCI3 to obtain the title compound as a yellow solid (5.8 g, 85%). 1H-NMR(DMSO): delta 9.4(s, 1 H), 9.0(d, J=4.9 Hz, 1H), 8.0(d, J=4.9 Hz, 1 H) and 4.0(s,3H). Mass: (M+H) 140 calculated for C6H7N2O2.

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 31462-59-6, Pyrimidine-4-carboxylic acid.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/23239; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 873-83-6, 6-Aminopyrimidine-2,4(1H,3H)-dione, 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, Recommanded Product: 873-83-6, blongs to pyrimidines compound. Recommanded Product: 873-83-6

General procedure: In a reaction vessel, a mixture of 6-aminouracil (2 mmol),aldehyde (1 mmol), and SBA-15-SO3H (0.05 g) was heatedat 120 °C under solvent-free conditions for a specified time(completion of the reaction was monitored by TLC). Aftercompletion of the reaction, hot DMF (5 mL) was added andthe catalyst was separated by simple filtration. Then water(15 mL) was added to the filtrate to give the solid product.

The synthetic route of 873-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rostamizadeh, Shahnaz; Tahershamsi, Leili; Zekri, Negar; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1381 – 1389;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia