Pyrimidines

147118-40-9, 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. 147118-40-9, name is Rosuvastatin methyl ester. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 16 (149 mg, 0.3 mmol) in MeOH (2 mL) at 0 ¡ãC was added NaOH (0.36 mL, 1.0 M, 0.36 mmol), then reacted at 0 ¡ãC for 1 h before being added the solution of CaCl2 (1.5 mL, 0.2 M, 0.3 mmol). The mixture was stirred at 20 ¡ãC for 0.5 h before filtrated the resulting white slurry, washed, and dried in vacuum to afford 1 (133 mg, 89percent) as a white powder; mp 145-149 ¡ãC, lit. 17 mp 145-150 ¡ãC; [a]D14.5 7.3 (c 0.5, CHCl3); 1H NMR (400 MHz, CDCl3) d 1.20 (d, J=6.0 Hz, 6H), 1.28-1.36 (m, 1H), 1.47-1.54 (m, 1H), 1.97-2.03 (m, 1H), 2.12-2.16 (m, 1H), 3.36-3.43 (m, 1H), 3.43 (s,3H), 3.54 (s, 3H), 3.76 (m, 1H), 4.20 (m, 1H), 5.52 (dd, J=5.6, 16.0 Hz, 1H), 6.50 (d, J=16.0 Hz, 1H), 7.27 (t, J=8.4 Hz, 2H), 7.70 (dd, J=6.0,8.0 Hz, 2H); MS (ESI): m/z 482 (acid, MH), 504 (acid, MNa); IR (KBr): 3376, 2973, 2931, 2875, 1604, 1548, 1442, 1073, 968, 844, 776 cm-1.

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 147118-40-9, Rosuvastatin methyl ester.

Reference:
Article; Chen, Xiaofei; Xiong, Fangjun; Zheng, Chen; Li, Jie; Chen, Fener; Tetrahedron; vol. 70; 35; (2014); p. 5794 – 5799;,
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32779-36-5, 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, 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 1: To a solution of 5-bromo-2-chloropyrimidine (2.3 g, 11.9 mmol) and aniline (1.5 mL, 16.1 mmol) in n-BuOH (20 mL) was added DIEA (2 mL, 12,8 mmol). The mixture was stirred at 110-120 C overnight, then cooled to rt and concentrated to dryness to afford 5- bromo-N-phenylpyrimidin-2-amine as a brown solid (2.0 g, 70%).

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. 32779-36-5, 5-Bromo-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PLEXXIKON INC.; HOLLADAY, Mark W.; LIU, Gang; (267 pag.)WO2017/19804; (2017); A2;,
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137281-39-1, 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. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid. A new synthetic method of this compound is introduced below.

Example -1: Preparation of Pemetrexed Dimethyl ester of Formula V (R=methyl)4-(2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid (lOg, 0.034 moles) and N,N-dimethylformamide (50 mL) were stirred for 10-15 minutes under nitrogen atmosphere at room temperature and the reaction mass was cooled to 0 – 5C. 1 -Hydroxybenzotriazole (4.53g) and l-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (6.43) was added at 0 -5C and the reaction mass was maintained for 1-2 hours at 0 – 5C. Then L- glutamic acid dimethyl ester Hydrochloride (8.50g, 0.040 moles) and Diisopropyl ethylamine (4.34g) was then added to reaction mass at 0-5C and the temperature was raised to room temperature. The reaction mass was stirred at room temperature for 2-3 hours and DM Water (500ml) was added. The reaction mass was stirred at room temperature for 10-15 hours. The product was thus filtered under vacuum was crystallized with methanol: acetone mixture and Methanol and Dichloromethane mixture. The product was dried under vacuum oven at 50- 55C for 10-15 hours. Yield (w/w) : 12.5gYield (%) : 80.4%Purity : 98.0%

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. 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FRESENIUS KABI ONCOLOGY LTD.; SINGH, Govind; GIRIGANI, Sathyanarayana; KUMAR, Sruzen, Suneel; LAHIRI, Saswata; BUBEY, Sushil, Kumar; WO2012/56285; (2012); A1;,
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5909-24-0, Adding a certain compound to certain chemical reactions, such as: 5909-24-0, Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate, 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, 5909-24-0, blongs to pyrimidines compound.

step 1: To ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate (370.0 g, 1.59 mol) in DCM (7.4 L) at -78 C. was added diisobutylaluminum hydride (1.5 M in toluene, 2.1 L, 3.18 mol). The reaction mixture was allowed to warm to 0 C. over 2 h. To the reaction was added a 20% Rochelle’s salt solution (5.0 L). The emulsion was stirred for 30 min. The mixture was filtered through a bed of CELITE. The organic layer was separated and the aqueous layer extracted with EtOAc (1.0 L¡Á3). The combined organic layers were dried ((Na2SO4)), filtered, and concentrated in vacuo to give the crude product (4-chloro-2-(methylthio)pyrimidin-5-yl)methanol as a solid. The crude product was purified by SiO2 chromatography eluting with DCM/EtOAc (1:1) to afford the pure product (4-chloro-2-(methylthio)pyrimidin-5-yl)methanol (133.0 g, 44.0%) as a solid. 1H NMR (400 MHz, CDCl3) delta 8.55 (s, 1H), 4.74 (s, 2H), 2.58 (s, 3H); MS: 191 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5909-24-0, its application will become more common.

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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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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 36315-01-2

STR163 A mixture of 15.5 g (0.1 mole) of 2-amino-4,6-dimethoxy-pyrimidine, 13.1 g (0.1 mole) of ethoxycarbonyl isothiocyanate and 200 ml of acetonitrile is stirred at 60 C. for 2 hours. It is then cooled to 10 C. and the product obtained as crystals is isolated by filtration with suction. 22.5 g (79% of theory) of 1-(ethoxycarbonyl)-3-(4,6-dimethoxy-pyrimidin-2-yl)-thiourea of melting point 194 C. (decomposition) are obtained.

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, 36315-01-2, 2-Amino-4,6-dimethoxypyrimidine.

Reference:
Patent; Bayer Aktiengesellschaft; US4658027; (1987); A;,
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Pyrimidine – Wikipedia

The common heterocyclic compound, 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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. 49845-33-2

A mixture of 2,4-dichloro-5-nitropyrimidine (3.86 g, 20 mmol)Iron powder (5.6 g, 100 mmol)Was added to glacial acetic acid (50 mL)Stir at room temperature for 6 h.Add ethyl acetate to dilute,Filter,The filtrate was washed with saturated aqueous sodium carbonate solution,Saturated salt water wash,dry,Spin dry,To give a crude product of 3.3 g.

The synthetic route of 49845-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KBP Biosciences Co., Ltd.; Zhang, Qian; Zhang, Yan; (50 pag.)CN103864792; (2017); B;,
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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. 1193-24-4, name is 4,6-Dihydroxypyrimidine. A new synthetic method of this compound is introduced below., 1193-24-4

EXAMPLE 12 4,6-Dihydroxypyrimidine (0.5 g, 4.46 mmol) was suspended in chlorobenzene (10 ml) and dichlorotriphenylphosphorane (1.44 g, 4.46 mmol; previously prepared by the reaction of triphenylphosphine oxide with phosgene) was added as a solid. The mixture was stirred at 80 C. to 90 C. under a nitrogen atmosphere. Analysis by thin layer chromatography (tlc) of a sample removed after 90 minutes showed some 4,6-dichloropyrimidine formation. However, quite a lot of 4,6-dihydroxypyrimidine remained out of solution. Another quantity of dichlorotriphenylphosphorane (1.44 g, 4.46 mmol) was added and stirring continued for a further hour at 110 C. A cloudy yellow solution was obtained with a solid residue. Analysis by tlc confirmed the formation of 4,6-dichloropyrimidine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-24-4, 4,6-Dihydroxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Zeneca Limited; US6160117; (2000); A;,
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Pyrimidine – Wikipedia

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 4595-59-9, name is 5-Bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 4595-59-9

General procedure: To the catalyst (1.0 mol%) dissolved in 1 ml DMAc, aryl bromide (1.0 mmol), phenyl boronic acid (1.5 mmol) in 1 ml ethanol, K2CO3 (2.0 mmol) in 1 ml water and DMAc (5 ml) were all added. The mixture was heated at 100 C for 12 h. Then, the mixture was cooled, water was added and the product was extracted with ethylacetate. The organic layer was washed with brine, dried over Na2SO4, filtered, passed through celite, and analyzed by GC. Yields were based on corresponding aryl bromides.

Statistics shows that 4595-59-9 is playing an increasingly important role. we look forward to future research findings about 5-Bromopyrimidine.

Reference:
Article; Muthu Tamizh, Manoharan; Cooper, Benjamin F.T.; MacDonald, Charles L.B.; Karvembu, Ramasamy; Inorganica Chimica Acta; vol. 394; (2013); p. 391 – 400;,
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Pyrimidine – Wikipedia

A common compound: 698-29-3, name is 4-Amino-2-methylpyrimidine-5-carbonitrile,molecular formula is C6H6N4, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 698-29-3

(0273) To a solution of the compound of Reference Example 22 (50.0 g, 373 mmol) in formic acid (150 mL) were added water (65 mL) and Raney nickel (50 g). The mixture was heated under reflux for 15 minutes, cooled to room temperature, and filtrated through Celite, and then 28% ammonia water (220 mL) was added thereto under ice cooling. The mixture was stirred under ice cooling for 1 hour, and the precipitate was collected by filtration. The filter cake was washed with water (30 mL) and chloroform (30 mL¡Á2), and dried in vacuo. Furthermore, the filtrate was extracted with chloroform (200 mL) nine times, and the combined organic layer was concentrated. The resulting concentrated residue and the above-obtained filter cake were mixed, chloroform (70 mL) was added thereto, the mixture was stirred at room temperature for 30 minutes, hexane (210 mL) was added dropwise thereto over 10 minutes, and the mixture was stirred at room temperature for additional 1 hour. The precipitate was collected by filtration, washed with hexane/chloroform (3/1, 28 mL), and dried in vacuo to give the title compound (42.6 g, 83%). 1H-NMR (400 MHz, CDCl3) delta: 2.57 (3H, s), 5.98 (1H, brs), 8.15 (1H, brs), 8.57 (1H, s), 9.86 (1H, s).

With the rapid development of chemical substances, we look forward to future research findings about 698-29-3.

Reference:
Patent; Sumitomo Dainippon Pharma Co., Ltd.; YOSHINAGA, Hidefumi; URUNO, Yoshiharu; NAGATA, Hidetaka; HASHIMOTO, Masakazu; KATO, Taro; (43 pag.)US2016/122319; (2016); A1;,
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591-55-9, 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. 591-55-9, name is 5-Aminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 5-aminopyrimidine (CAS No. 591-55-9) (2.00 g, 21.0 mmol, 1 equivalent), triethylamine (14.7 mL, 105 mmol, 5 equivalents), EDC (7.26 g, 37.9 mmol, 1.8 equivalents), N,N-dimethyl-4-aminopyridine (0.257 g, 2.10 mmol, 0.1 equivalents) and DCM (60.0 mL) was added dropwise 3-(t-butoxy)-3-oxopropionic acid (CAS No. 40052-13-9) (4.86 mL, 31.5 mmol, 1.5 equivalents), and the mixture was stirred at room temperature for 3 days. To the reaction mixture were added water and ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution. The organic layer was dried over magnesium sulfate, filtered, and then concentrated under reduced pressure. The residue was purified with silica gel column chromatography (silica gel, 25%-71% ethyl acetate/n-heptane) to afford the title compound (4.73 g). 1H-NMR (400 MHz, CDCl3) delta (ppm): 1.52 (s, 9H), 3.44 (s, 2H), 8.98 (s, 1H), 9.03 (s, 2H), 9.77 (br. 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 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; Eisai R&D Management Co., Ltd.; Kurokawa, Toshiki; Yoshida, Yu; Shin, Kogyoku; Kobayashi, Yoshihisa; Fukumoto, Hironori; Takeda, Kunitoshi; Ohashi, Yoshiaki; Kotake, Makoto; Shibuguchi, Tomoyuki; Watanabe, Toru; Kita, Yoichi; Hirota, Shinsuke; Fukuyama, Takashi; Kamada, Yasuaki; (59 pag.)US2017/137436; (2017); A1;,
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