Pyrimidines

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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

A tube containing a solution of 2-chloropyrimidine-4-carboxamide (0.24 g, 1 eq) and potassium (S)-trifluoro(3-((3-hydroxy-1-methyl-2-oxopyrrolidin-3yl)ethynyl)phenyl)borate (1 eq) in Ethanol (0.25 M) was purged with nitrogen before addition of Pd(OAc)2 (0.06 eq), RuPhos (0.12 eq), and Sodium Carbonate (2 eq). The tube was sealed and stirred at 85 C. for 18 hours. The reaction mixture was cooled to room temperature and extracted with dichloromethane and saturated ammonium chloride then dried with Magnesium sulfate, filtered and concentrated to dryness. The crude material subjected to reverse phase purification to afford 53 mg of the title compound (10%). M+H=337.0; 1H NMR (400 MHz, DMSO-d6) delta 9.16-9.11 (m, 1H), 8.70-8.60 (m, 3H), 7.98 (s, 1H), 7.94 (d, J=5.0 Hz, 1H), 7.64-7.54 (m, 2H), 6.47 (s, 1H), 3.40-3.35 (m, 2H), 2.81 (s, 3H), 2.48-2.43 (m, 1H), 2.25-2.17 (m, 1H).

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, 22536-66-9, 2-Chloropyrimidine-4-carboxamide.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13754-19-3, Pyrimidine-4,5-diamine, 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: 13754-19-3, blongs to pyrimidines compound. Recommanded Product: 13754-19-3

PREPARATION 48 2-Hydromethyl-3H-imidazo[5,4-d]pyrimidine 8.58 g of ethyl glycolate were added to 2.27 g of 4,5-diaminopyrimidine, and the resulting mixture was stirred at 140 C. for 2 hours. At the end of this time, the reaction mixture was freed from ethyl glycolate by distillation under reduced pressure. The residue thus obtained was decolorized by activated charcoal and crystallized by trituration with ethanol, to give 1.81 g of the title compound having Rf=0.27 (on silica gel thin layer chromatography using a 10:1 by volume mixture of ethyl acetate and methanol as the developing solvent).

The synthetic route of 13754-19-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sankyo Company, Limited; US5624935; (1997); A;,
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Application of 63200-54-4, 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.63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine, molecular formula is C6H3Cl2N3, molecular weight is 188.0141, as common compound, the synthetic route is as follows.

General procedure: 2,4-dichloro-1H-pyrrolo[3,2-d]pyridine (5) was dissolved in a solution of 1:1 THF:DMF underN2. Sodium hydride (60% suspension in oil) was added directly, and the mixture was stirredat room temperature for 1 h. Appropriate halogenated reagent (methanesulfonyl chloride (6),2-nitrobenzenesulfonyl chloride (7), 2,4,6-Triisopropylbenzenesulfonyl chloride (8), benzyl bromide(9), 2,4-dichlorobenzyl bromide (10), 4-methoxybenzyl chloride (11), acetyl chloride (12), isobutyrylchloride (13), diphenylcarbamyl chloride (14), iodoethane (15)) was added and the mixture was stirredat r.t. for 18 h. The solvent was removed and residue dissolved in EtOAc and washed with waterand brine, then dried over MgSO4. Organics were loaded onto Celite and product purified usingsilica column chromatography eluting with 4:1 hexanes:EtOAc or 9:1 DCM:MeOH to obtain product,generally as a white to o-white solid.4.3.4. Characterization2,4-dichloro-5-(methylsulfonyl)-5H-pyrrolo[3,2-d]pyrimidine (6). 1H-NMR (400 MHz, CDCl3) (ppm) : 3.66(s, 3H); 6.83 (d, J = 4.12 Hz, 1H); 8.10 (d, J = 4.12 Hz, 1H). 13C-NMR (100 MHz, DMSO-d6): 158.79,153.40, 152.14, 144.44, 139.10, 137.58, 124.23, 123.05, 105.97, 102.31, 44.88. ESI-MS m/z for C7H5Cl2N3O2Scalcd. at 264.95, found at 266.01 [M + H]+. Anal. calcd. for C7H5Cl2N3O2S: C, 31.60; H, 1.89; N, 15.79.Found: C, 31.58; H, 1.89; N, 15.78.

The chemical industry reduces the impact on the environment during synthesis 63200-54-4, I believe this compound will play a more active role in future production and life.

Reference:
Article; Cawrse, Brian M.; Robinson, Nia’mani M.; Lee, Nina C.; Wilson, Gerald M.; Seley-Radtke, Katherine L.; Molecules; vol. 24; 14; (2019);,
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Pyrimidine – Wikipedia

Related Products of 89466-55-7, 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 89466-55-7 as follows.

EXAMPLE 1 N-(2-Difluoromethoxy-6-methylphenyl)-1-(4-chloro-6-methoxypyrimidin-2-yl)-1H-1,2,4-triazole-3-sulphonamide 1.8 g (6 mmol) N-(2-Difluoromethoxy-6-methylphenyl)-1H-1,2,4-triazole-3-sulphonamide in 10 ml dimethylformamide was stirred with 1.68 g (12 mmol) potassium carbonate for 10 minutes at 50 C. It was then cooled to 10 C. and treated with 1.33 g (6 mmol) 4-chloro-6-methoxy-2-methylsulphonylpyrimidine and the mixture stirred for 45 minutes at 10 C. It was then added to ice-water, acidified to pH 4 with sulphuric acid and the solid collected and purified by silica gel chromatography using a mixture of methylene chloride and methanol (95/5). Yield: 1.1 g=41% of theory. M.p.: 215-216 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89466-55-7, its application will become more common.

Reference:
Patent; Schering Aktiengesellschaft; US4959094; (1990); A;,
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Pyrimidine – Wikipedia

Related Products of 1109284-33-4, 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 1109284-33-4, name is 6-Bromo-3-iodopyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

In the flask, 3-iodo-6-bromopyrazolo[1,5-a]pyrimidine (1 g, 3.1 mmol) was added.4-diphenylaminophenylboronic acid (1.8 g, 6.2 mmol),Potassium carbonate (0.86g, 6.2mmol),Tetrakistriphenylphosphine palladium (50mg),Tetrahydrofuran (20 mL) and water (10 mL),Under the protection of nitrogen,Heated for 12 hours,cool down,Extracted with dichloromethane,dry,concentrate,The crude product was purified by column chromatography to yield 1.59 g of product.

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 1109284-33-4, 6-Bromo-3-iodopyrazolo[1,5-a]pyrimidine.

Reference:
Patent; Shanghai Daoyi Chemical Technology Co., Ltd.; Huang Jinhai; Su Jianhua; (18 pag.)CN108484608; (2018); A;,
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Pyrimidine – Wikipedia

Synthetic Route of 611-08-5, Adding some certain compound to certain chemical reactions, such as: 611-08-5, name is 5-Nitrouracil,molecular formula is C4H3N3O4, 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 611-08-5.

Step 178.5: 1 ,3-Dimethyl-5-nitro-1 H-pyrimidine-2,4-dione The title compound was prepared in analogy to the procedure described for step 100.5 but using 5- nitrouracil. The reaction was performed at rt for 20 h. The reaction mixture was concentrated and triturated in CH2CI2. The resulting suspension was filtered and the solid was purified by flash chromatography (CH2CI2/MeOH, 94:6). tR: 0.41 min (LC-MS 2); ESI-MS: 186.1 [M+H]+ (LC-MS 2); Rf = 0.55 (CH2CI2/MeOH, 9:1 ).

According to the analysis of related databases, 611-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
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Synthetic Route of 18593-44-7, 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 18593-44-7, name is 5,6-Dimethylthieno[2,3-d]pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of 4-hydroxy-5,6,7,8-tetrahydrobenzothieno[2,3-d] pyrimidine (1.0 g, 4.85 mmol) in phosphorous oxychloride (10 mL) was heated to 90 oC for 3 h. Excess phosphorus oxychloride was removed in vacuo and then ice-water (40 mL) was added. The solution was then basified by addition of solid sodium hydrogen carbonate in small portions. The precipitate that resulted was filtered off, washing with water to obtain an off-white solid (1.0 g, 92%)

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 18593-44-7, 5,6-Dimethylthieno[2,3-d]pyrimidin-4(3H)-one.

Reference:
Article; Sleebs, Brad E.; Nikolakopoulos, George; Street, Ian P.; Falk, Hendrik; Baell, Jonathan B.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5992 – 5994;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1193-24-4, 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 1193-24-4, name is 4,6-Dihydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A kind of the improved 4, 6 – dichloro pyrimidine production process, characterized in that the production process comprises the following steps: (1) to the reaction kettle top feed port input 1 parts by weight of 4, 6 – dihydroxy pyrimidine and 3 parts by weight of chloroform, opening the stirrer stirring, continue adding 0.5 parts by weight of pyridine catalyst, and then open the jacket steam make the reaction kettle temperature to rise to 50 C, from the reactor into the bottom of the 1 parts by weight of phosgene to the phosgenation reaction, after the reaction is complete, to inject the nitrogen in the reactor catches up with was mad, at the same time the exhaust gas by the pipe into the absorption tower; (2) to be step 1 the product in the transfer to the rectifying tower, control rectification temperature is 65 C, collecting chloroform fraction, to be its after cooling to room temperature, the filling storage recycling; (3) collecting the step 2 in the remaining product, transferred to ice in the ice solution, slowly dropping concentration is 10% hydrochloric acid to adjust the pH of the solution to 5, standing the solution is layered, then methyl tert-butyl ether to the organic phase extraction, extraction 3 – 4 times, saturated copper sulfate solution for washing, until the copper sulfate solution is not color-changing, collecting pyridine circulation use; (4) the step 3 in the remaining product to filter, washing, and drying to obtain the target product 4, 6 – dichloro pyrimidine.The beneficial effects of the present invention: 1) using phosgene to replace the traditional process of phosphorus oxychloride, to avoid the emergence of phosphorus-containing by-product, the protection of the environment; 2) by adding pyridine catalyst, can accelerate the reaction of generating; 3) traditional use phosphorus oxychloride with 4, 6 – dihydroxy pyrimidine chloride obtained when the 4, 6 – two chlorine pyrimidine, easy to produce 3 different by-product, so that the trouble in processing after, and the yield of target product is not high, in the reaction of the present invention less by-products, and the yield of 4, 6 – dichloro pyrimidine higher; 4) by adjusting the solution pH, methyl tert-butyl ether extraction, and sulfuric acid copper and washing the collecting various pyridine, avoiding the traditional rectification, and steaming and method and the like caused by the leakage of pyridine, ensures the safety of the operators.

According to the analysis of related databases, 1193-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Anhui Guangxin Agrochemical Co., Ltd; Huang, Jinxiang; Guo, Xuejun; wu, Jianping; hu, minghong; tang, Xiude; cheng, Weijia; li, Hongwei; Xu, Xiaobing; Yang, Zhiwei; Gao, yanbing; (4 pag.)CN106187913; (2016); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, name: 5-Aminopyrimidine, blongs to pyrimidines compound. name: 5-Aminopyrimidine

Example 11 Preparation of Compound Nos. 7, 7a and 7b To a solution of 1-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-2-yl)pyrrolidine-2-carboxylic acid (300 mg, 0.847 mmol) in DMF (4 mL) was added pyrimidin-5-amine (201 mg, 2.11 mmol), HATU (386 mg, 1.016 mmol) and DIPEA (0.24 mL, 1.4 mmol). The reaction mixture was allowed to stir at RT for 16 h. The reaction mixture was diluted with water (40 mL) and extracted with EtOAc (2*25 mL). The organic layer was washed with water (8*30 mL) and dried over anhydrous sodium sulfate. Removal of EtOAc under reduced pressure gave a crude product that was purified by reverse phase HPLC to afford 11 mg of 1-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-2-yl)-N-(pyrimidin-5-yl)pyrrolidine-2-carboxamide as free base. 1H NMR (400 MHz, CD3OD, formate salt) delta (ppm): 0.58-0.67 (m, 2H), 0.80-0.94 (m, 2H), 1.70-1.78 (m, 1H), 2.09-2.21 (m, 4H), 2.22-2.42 (m, 2H), 2.78-2.81 (m, 2H), 2.82-2.95 (m, 2H), 3.60-2.70 (m, 1H), 3.78-3.88 (m, 1H), 4.78 (dd, 1H), 6.08 (s, 1H), 8.84 (s, 1H), 8.89 (s, 2H). Separation by chiral HPLC provided enantiomers 7a and 7b.

The synthetic route of 591-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; RAI, Roopa; GREEN, Michael John; US2014/179668; (2014); A1;,
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Pyrimidine – Wikipedia

Application of 374930-88-8, Adding some certain compound to certain chemical reactions, such as: 374930-88-8, name is tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate,molecular formula is C13H19BrN4O2, 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 374930-88-8.

Synthesis of tert-butyl 4-(5-acetylpyrimidin-2-yl)piperazine-1-carboxylate To a mixture of tert-butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (5.0 g, 14.6 mmol), palladium diacetate (240 mg, 1.46 mmol) and triphenylphosphine (376 mg, 2.92 mmol) in dioxane (100 mL) was added tributyl(1-ethoxyvinyl)stannane (5.3 mL, 16.1 mL) under N2, and the reaction mixture was stirred at 80 C. overnight. The reaction was cooled to RT and diluted with THF (100 mL), followed by the addition of 2 N HCl (100 mL). The mixture was stirred at RT for 30 mins, and LCMS showed the reaction was completed. The reaction mixture was diluted with ethyl acetate (200 mL). The organic phase was separated, washed with water (3*100 mL), dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography to afford the title compound (3.0 g, 67%). MS (ES+) C15H22N4O3 requires: 306, found: 251 [M-56+H]+.

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. 374930-88-8, tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; Hodous, Brian L.; Kim, Joseph L.; Miduturu, Chandrasekhar V.; Wilson, Douglas; Zhang, Yulian; US2015/111857; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia