Pyrimidines

Related Products of 1044145-59-6, 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.1044145-59-6, name is (4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol, molecular formula is C6H7ClN2OS, molecular weight is 190.65, as common compound, the synthetic route is as follows.

step 2: Manganese (IV) oxide (137.4 g, 1.58 mol) was added to a solution of (4-chloro-2-(methylthio)pyrimidin-5-yl)methanol (30.0 g, 0.158 mol) in DCM (1.5 L). The reaction was stirred overnight, filtered through CELITE, and the filtrate was concentrated in vacuo to give the crude product 4-chloro-2-(methylthio)pyrimidine-5-carbaldehyde as a white solid. The crude product was purified by SiO2 chromatography eluting with PE/EA (10:1) to afford pure 4-chloro-2-(methylthio)pyrimidine-5-carbaldehyde (21.0 g, 74.1%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 10.31 (s, 1H), 8.87 (s, 1H), 2.64 (s, 3H); MS: 189 [M+H]+.

Statistics shows that 1044145-59-6 is playing an increasingly important role. we look forward to future research findings about (4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol.

Reference:
Patent; GENENTECH, INC.; Rudolph, Joachim; Gazzard, Lewis J.; Crawford, James J.; Ndubaku, Chudi; Drobnick, Joy; Lee, Wendy; US2015/31674; (2015); A1;,
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Related Products of 51940-64-8, 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.51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, molecular weight is 221.0407, as common compound, the synthetic route is as follows.

A solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (prepared as described in , 0.29 g, 1.31 mmol), (S)-1-(5-fluoropyridin-2-yl)ethanamine hydrochloride (prepared as described in , 0.28 g, 1.59 mmol) and diisopropylethylamine (0.69 mL, 3.96 mmol) in acetonitrile (3 mL) was stirred overnight at ambient temperature. Water was then added and the reaction mixture was extracted with diethyl ether. The organic phase was washed with water and brine, dried (MgSO4), filtered and the solvents evaporated under reduced pressure to yield the title compound (0.49 g, 85%) as an oil. LRMS (m/z): 325 (M+1)+. 1H-NMR delta (CDCl3): 1.41 (t, 3H), 1.58 (d, 3H), 4.39 (q, 2H), 5.42 – 5.55 (m, 1H), 7.31 (dd, 1H), 7.39 (dd, 1H), 8.49 (d, 1H), 8.69 (s, 1H), 9.37 (d, 1H).

Statistics shows that 51940-64-8 is playing an increasingly important role. we look forward to future research findings about Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; Almirall, S.A.; Eastwood, Paul Robert; Bach Tana, Jordi; Pages Santacana, Lluis Miquel; EP2554544; (2013); A1;,
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Application of 58536-46-2, Adding some certain compound to certain chemical reactions, such as: 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine,molecular formula is C22H15BrN2, 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 58536-46-2.

General procedure: After completely dissolving a compound represented by Chemical Formula E1-P2 (7.8 g, 13.9 mmol) and a compound represented by Chemical Formula E1-A (3.7 g, 13.9 mmol) in tetrahydrofuran (THF) (70 mL), potassium carbonate (5.8 g, 41.8 mmol) dissolved in water (40 mL) was added thereto. After introducing tetrakistriphenyl-phosphinopalladium (0.5 g, 0.418 mmol) thereto, the result was stirred for 8 hours with heating. After lowering the temperature to room temperature, the reaction was terminated, and then the potassium carbonate solution was removed to filter white solids. The filtered white solids were washed twice each with THF and ethyl acetate to prepare a compound represented by Chemical Formula E1 (6.5 g, yield 70%). MS[M+H]+=665

According to the analysis of related databases, 58536-46-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG CHEM, LTD.; HEO, Dong Uk; LEE, Dong Hoon; HUH, Jungoh; JANG, Boonjae; HAN, Miyeon; YANG, Junghoon; YUN, Heekyung; (301 pag.)US2020/48230; (2020); A1;,
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Electric Literature of 89392-03-0, 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.89392-03-0, name is Phenyl (4,6-dimethoxypyrimidin-2-yl)carbamate, molecular formula is C13H13N3O4, molecular weight is 275.26, as common compound, the synthetic route is as follows.

As shown in the above reaction scheme, 6-ethyl-2-methylimidazo[1,2-b]pyridazin-3-sulfonamide (0.60 g, 2.50 mmol) and phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate (0.76 g, 2.76 mmol) were suspended in acetonitrile (10 ml) and stirred under ice-cooling, during which DBU (0.46 g, 3.02 mmol) was added thereto. The temperature of the reaction solution was increased to room temperature, and the mixture was stirred at the same temperature for 4 hours. The reaction solution was poured into ice-water (150 ml) and adjusted to pH 3 with conc. hydrochloric acid. The reaction mixture was stirred at room temperature for 5 minutes, and the precipitated crystals were washed with water, acetonitrile and diethyl ether in this order, and collected by filtration. The crystals were dried under reduced pressure to give the title compound as colorless crystals. The yield was 0.55 g (52%), and the melting point was 172 to 174C.1H NMR(DMSO-d6, deltappm):1.02(3H, t, J=7.5Hz), 2.64(3H, s), 2.69(2H, q, J=7.5Hz), 3.97(6H, s), 6.03(1H, s), 7.44(1H, d, J=9.4Hz), 8.15(1H, d, J=9.4Hz), 10.56(1H, s), 13.21(1H, brs).

The chemical industry reduces the impact on the environment during synthesis 89392-03-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sumitomo Chemical Takeda Agro Company, Limited; EP1466527; (2004); A1;,
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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. 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, 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. Safety of 4,6-Dichloro-5-fluoropyrimidine

Methyl (piperidin-4-yl-oxy)acetate hydrochloride (151 mg) and N,N-diisopropylethylamine (0.60 mL) were sequentiallyadded to a mixture of 4,6-dichloro-5-fluoropyrimidine (120 mg) and NMP (1.8 mL), and then the reactionmixture was stirred at 80C for 2 hours. The reaction liquid was diluted with ethyl acetate, and washed with water. Theorganic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residuewas purified by silica gel column chromatography (hexane-ethyl acetate) to obtain methyl {[1-(6-chloro-5-fluoropyrimidin-4-yl)piperidin-4-yl]oxy}acetate (217 mg) as an oil.

With the rapid development of chemical substances, we look forward to future research findings about 213265-83-9.

Reference:
Patent; Astellas Pharma Inc.; TAKAHASHI, Taisuke; TANAKA, Hiroaki; AKAIWA, Michinori; NEGORO, Kenji; MIHARA, Hisashi; FUJI, Hideyoshi; TAKAMATSU, Hajime; (133 pag.)EP3196200; (2017); A1;,
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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. 3993-78-0, name is 2-Amino-4-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Amino-4-chloropyrimidine

General procedure: To a round-bottom flask was charged with the correspondingaromatic halogen (1.0 equiv), the corresponding boronic acid(1.05-1.25 equiv), Pd(dppf)Cl2 (0.05 equiv) and base Na2CO3 (2.0equiv) under nitrogen atmosphere, then 1,4-dioxane (14 mL) andwater (2 mL) were added and the vessel was immediately sealed tightly. The resulting mixture was heated at 95 C for a period time (usually 2-6 h) until the completion of the reaction as monitoredby TLC. The cooled mixture was diluted with water and exhaustively extracted with ethyl acetate (30 mL 3). The organic phase was washed by brine, dried over anhydrous Na2SO4, and evaporated under reduced pressure. The residue was purified by chromatography on silica gel using ethyl acetate/petroleum ether as the eluent to afford the products.

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, 3993-78-0, 2-Amino-4-chloropyrimidine.

Reference:
Article; Chen, Yadong; Dong, Ruinan; Duan, Chunqi; Huang, Jianhang; Jiang, Fei; Li, Hongmei; Li, Shuwen; Liu, Chenhe; Lu, Tao; Tang, Weifang; Wang, Xinren; Xu, Junyu; Zhang, Tianyi; Zhang, Yanmin; Zhu, Gaoyuan; Zhu, Yuqin; European Journal of Medicinal Chemistry; vol. 200; (2020);,
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Reference of 61727-33-1, 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. 61727-33-1, name is 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid, molecular formula is C6H5ClN2O2S, 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.

Preparation Example 2: Preparation of 5-chloro-2-methanesulfonyl- pyrimidine-4-carboxylic acid methyl ester; Step 1) Preparation of 5-chloro-2-methylsulfanyl-pyrimidine-4-carboxylic acid methyl ester; 5-chloro-2-methylsulfanyl-pyrimidine-4-carboxylic acid (2.04 g, 10 mmol) was added to methanol, and 10 m? of thionyl chloride was slowly added thereto, followed by stirring the mixture for 5 hours. The resulting mixture was concentrated under a reduced pressure to remove the solvent, and sequentially washed with sodium bicarbonate solution and salt solution. The resulting residue was subjected to silica gel column chromatography (eluent: n- hexane/ethyl acetate=5:l) to obtain the title compound (2.1 g; yield: 95 %).

According to the analysis of related databases, 61727-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CRYSTALGENOMICS, INC.; WO2007/73117; (2007); A1;,
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Related Products of 591-55-9, 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 591-55-9, name is 5-Aminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 368 mg (1 equiv) of tert-butyl 2-(5-bromo-3-carbamoyl-1H-indazol-1-yl)acetate (112), pyrimidin-5-amine (95 mg, 1 equiv), and cesium carbonate (650 mg, 2 equiv) in DMF (20 mL) was purged with argon in a pressure vessel for 5 min, then tris(dibenzylideneacetone) dipalladium(O) (0.01 equiv) and 4,5-bis(diphenylphosphino)-9,9- dimethylxanthene (0.01 equiv) were added under argon. The pressure vessel was sealed and heated at 100 C for 24 h. The reaction mixture was then cooled to rt and the solvent was removed under reduced pressure. The remaining residue was purified by flash column chromatography (eluted with DCM/CH3OH) to give tert-butyl 2-(3-carbamoyl-5-(pyrimidin-5-ylamino)-1H-indazol-1-yl) acetate (113).

According to the analysis of related databases, 591-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (319 pag.)WO2017/35351; (2017); A1;,
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Application of 1193-24-4, 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 1193-24-4 as follows.

Example 1-Synthesis of 4, 6-dichloropyrimidine-5-carbaldehyde 1 This compound was synthesized similar to a patent. To POCl3 (107.3 mmol, 10 mL) cooled at 0 C. was added DMF (41.3 mmol, 3.2 mL) dropwise, and the mixture was stirred for 1 h. Then, 4, 6-dihydroxylpyrimidine (22.3 mmol, 2.50 g) was added, stirred for 30 minutes and refluxed for 3 h. After removing the volatiles at reduced pressure, it was poured into ice and extracted with ethyl acetate three times (3*200 mL). The combined ethyl acetate extracts were washed with 200 mL saturated NaHCO3, dried with Na2SO4, and concentrated under reduced pressure to afford 2.91 g, 74% of the desired compound as an orange solid. 1H NMR (500 MHz, CDCl3): delta 10.48 (s, 1H), 9.92 (s, 1H). 13C NMR (125 MHz, CDCl3): delta 185.61, 162.69, 159.58, 124.89.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-24-4, its application will become more common.

Reference:
Patent; BOARD OF TRUSTEES OF NORTHERN ILLINOIS UNIVERSITY; Hagen, Timothy J.; Blain, Joy M.; Goshu, Gashaw M.; Hartnett, Brian E.; (35 pag.)US2017/355700; (2017); A1;,
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Electric Literature of 1004-39-3, Adding some certain compound to certain chemical reactions, such as: 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol,molecular formula is C4H6N4S, 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 1004-39-3.

General procedure: DBU (0.5 mmol, 0.08 g) was added dropwise at room temperature to a magnetically stirred suspension of appropriate thiol 2 (0.5 mmol) in 1 ml of MeCN. The mixture was stirred for 10 min and then appropriate nitrofuroxan 1 (0.5 mmol) was added. The mixture was stirred for 0.5-10 h until initial compound 1 disappeared (TLC monitoring, eluent – CHCl3). Next, H2O (7 ml) was added and the reaction mixture was acidified with 1 n HCl until pH 1. The produced solid was filtered off, washed with water and the MeCN minimal volume (~1 ml), and air-dried. Compounds 3i and 4 were prepared as a mixture. The mixture was treated with 2 ml of DMSO at 60 C for 30 min; the undissolved solid was filtered off, water-washed and air-dried to afford disulfide 4. The filtrate was diluted with water and the solid was filtered off, water-washed and air-dried to afford compound 3i.

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. 1004-39-3, 4,6-Diaminopyrimidine-2-thiol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fershtat, Leonid L.; Epishina, Margarita A.; Kulikov, Alexander S.; Makhova, Nina N.; Mendeleev Communications; vol. 25; 1; (2015); p. 36 – 38;,
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