Pyrimidines

Related Products of 1146629-75-5, 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. 1146629-75-5, name is (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate. A new synthetic method of this compound is introduced below.

To the quenched reaction mixture, which contains crude POM-protected chlorodeazapurine (17) made as described above, was added 1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -1H-pyrazole (4, 200 g, 0.75 mol, 1.10 equiv) and solid potassium carbonate (K2CO3, 189 g, 1.37 mol, 2.0 equiv) at room temperature. The resulting mixture was degassed by passing a stream of nitrogen through the solution for 15 minutes before being treated with tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4, 7.9 g, 0.68 mmol, 0.01 equiv) and the resulting reaction mixture was heated at reflux (about 82 C.) for 10 hours. When the reaction was deemed complete by TLC (1:1 hexanes/ethyl acetate) and LCMS, the reaction mixture was cooled to room temperature, diluted with ethyl acetate (2 L) and water (1 L). The two layers were separated, and the aqueous layer was extracted with ethyl acetate (500 mL). The combined organic layers were washed with water (2×1 L) and brine (1 L) before being concentrated under reduced pressure to afford crude {4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate (18) as a pale-yellow oil, which was directly used in the subsequent de-protection reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1146629-75-5, (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; US2009/233903; (2009); A1;,
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Pyrimidine – Wikipedia

Application of 257280-25-4, 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 257280-25-4, name is 5-Bromo-2-phenoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-2-phenoxypyrimidine (Formula 12-2, 412 mg, 1.64 mmol) synthesized in Step 1 was dissolved in THF (10 ml), cooled to -78 C, and 1.6M n-butyl Lithium (1.85 ml, 2.95 mmol, 1.8 eq) was added dropwise. Then, after stirring for 1 hour at the same temperature, triisopropylborate (0.762 ml, 3.28 mmol, 2 eq) was added dropwise at the same temperature. The reaction mixture was stirred at the same temperature for 1 hour, then raised to 0 C. and 4.5M aqueous potassium hydrogendifluoride solution (1.1 ml, 4.92 mmol, 3 eq) was added dropwise. The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the solvent was removed under reduced pressure. Thereafter, the reaction mixture was dissolved in methanol and filtered, and the filtrate was reduced under reduced pressure to obtain a target compound (Formula 12-3).

According to the analysis of related databases, 257280-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dae Caliber Buk Peak Medical Industry Promotion Foundation; Establishment Am Center; Song Min-su; Im Chun-yeong; Park Ga-yeong; Go Eun-bi; Kang Ji-hui; Woo Seo-yeon; Kim Sung-hyeon; Hwang Hui-jong; Lee Eun-hye; Kim Hyo-ji; Kim Su-yeol; (155 pag.)KR2019/109007; (2019); A;,
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Reference of 3001-72-7, 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. 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine. A new synthetic method of this compound is introduced below.

General procedure: The p-nitrophenyl carbonate derivative (0.3 g) was dissolved in AR grade THF (5 mL) at room temperature and DBU or DBN (2 equiv) was added. The temperature of the reaction mixture was raised to 60 C and stirring was continued for 1 h. After completion, the reaction mixture was extracted with ethyl acetate (2 × 30 mL), the organic layer washed with saturated NaHCO3 solution, water, brine and dried over anhydrous Na2SO4. Thesolvent was evaporated and the crude compound was purified by column chromatography

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3001-72-7, its application will become more common.

Reference:
Article; Vangala, Madhuri; Shinde, Ganesh P.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2086 – 2092;,
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Pyrimidine – Wikipedia

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. 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5HCl3N2O

General procedure: 2-Aminothiazole (1 g, 0.01 mol), DMAP (80 mg) and TEA (4 ml) were dissolved in THF (30 ml), and compound 7 (4.2 g, 0.02 mol) in THF (30 ml) was added dropwise with stirring. The mixture was stirred until 2-aminothiazole was disappeared. The mixture was filtered, and the solvent was removed in vacuo. Crude products were purified by flash chromatography on silica gel and yellow solid (compound 8, 550 mg) was obtained, yield 20%.

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, 26830-94-4, 2,6-Dichloropyrimidine-4-carbonyl chloride.

Reference:
Article; Zhang, Leilei; Hu, Shengquan; Lei, Lei; Zhang, Yuliang; Zhang, Lijing; Song, Hongrui; Shen, Zhufang; Feng, Zhiqiang; Letters in drug design and discovery; vol. 14; 3; (2017); p. 252 – 261;,
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Pyrimidine – Wikipedia

Application of 23002-51-9, Adding some certain compound to certain chemical reactions, such as: 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine,molecular formula is C5H3ClN4, 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 23002-51-9.

To a mixture of 6-chloro-1H-pyrazolo[3,4-d]pyrimidine (2.0 g, 12.9 mmol), potassium carbonate (3.6 g, 25.9 mmol) in N,N-dimethylformamide (20 mL) was added 2-(trimethylsilyl)ethoxymethyl chloride (2.6 g, 15.5 mmol). The reaction mixture was stirred at 25 C. for 2 h and poured into water (100 mL). The resulting mixture was extracted with ethyl acetate (3*100 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 100-200 mesh, 0 to 20% ethyl acetate in petroleum ether) to afford 6-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-d]pyrimidine (2.8 g, 76%) as a yellow oil. LCMS RT=2.112 min, m/z=285.2 [M+H]+ ECMS (0 to 60% acetonitrile in water+0.03% trifluoroacetic acid over 2 mins) retention time 2.112 mm, ESI+ found [M+H]=285.2.

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. 23002-51-9, 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 16019-31-1, 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 16019-31-1, name is 5-Allyl-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

[0108] 5-Allyl-4r6-dichloropyrimidine (see Montgomery, J.A. and Hewson, K., J. Med. C em. 1967, 10, 665-667) (2.00 g, 10.6 mmol) was dissolved in THF (16 mL). Osmium tetraoxide (30 mg, 0.10 mmol) was added and after a few min, the reaction mixture turned very dark. Sodium metaperiodate (4.75 g, 22.2 mmol) was then added in portions over 34 min and the reaction mixture temperature was maintained at 20-22 C. The solids were removed by filtration and were washed well with THF (2×5 mL). Saturated brine was added to the filtrate and the phases were separated. The aqueous phase was saturated with solid sodium chloride and the phases separated. The aqueous phase was extracted with additional EtOAc (2 x10 mL). The organic extracts were combined and concentrated under reduced pressure. The crude residue was dried in vacuo and the title compound was isolated as a gray solid (2.00 g, 99% yield). 1H N R (300 MHz, CDCI3) delta 9.80 (s, 1 H), 8.74 (s, 1 H) and 4.14 (s, 2H).

According to the analysis of related databases, 16019-31-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; AMIDON, Benjamin, S.; CARDIN, David, P.; GOULD, Alexandra, E.; GREENSPAN, Paul, D.; HARRISON, Sean, J.; WO2014/22744; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1053228-29-7, 2,4-Dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, 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, 1053228-29-7, blongs to pyrimidines compound. Product Details of 1053228-29-7

To a stirred solution of 2,4-dichloro-5-fluoro-7H-pyrrolo[2,3-Patent; MERCK SHARP & DOHME CORP.; MERCK SHARP & DOHME LIMITED; GIRIJAVALLABHAN, Vinay, M.; MCLAUGHLIN, Mark; CLEATOR, Edward; KONG, Jongrock; GIBSON, Andrew William; LIEBERMAN, David, R.; DIEGUEZ VAZQUEZ, Alejandro; KEEN, Stephen Philip; WILLIAMS, Michael, J.; MOORE, Jeffrey, C.; MILCZEK, Erika, M.; PENG, Feng; BELYK, Kevin, M.; SONG, Zhiguo Jake; (70 pag.)WO2017/53216; (2017); A2;,
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Adding a certain compound to certain chemical reactions, such as: 39551-54-7, 2,4-Dichloropyrido[3,2-d]pyrimidine, 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, 39551-54-7, blongs to pyrimidines compound. Product Details of 39551-54-7

2,4,-dichloropyrido[3,2-d]pyrimidine (163 mg, 0.82 mmol, 1.1 equiv.) was dissolved in dioxane (6 mL), N,N-diisopropylethylamine (0.53 mL, 2.9 mmol, 4 equiv.) and (R)-methyl 2-amino-6-fluorohexanoate 74C (205 mg, 0.74 mmol, 1 equiv.). The reaction mixture was stirred for 1 h and then the mixture of 74D used directly. LCMS (m/z): 326.80 [M+H]+; tR=1.04 min. on LC/MS Method A.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39551-54-7, its application will become more common.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
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Pyrimidine – Wikipedia

Related Products of 4316-94-3, Adding some certain compound to certain chemical reactions, such as: 4316-94-3, name is 6-Chloro-5-nitropyrimidin-4-amine,molecular formula is C4H3ClN4O2, 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 4316-94-3.

General procedure: 6-Chloro-5-nitropyrimidine-4-amine (0.5mmol), amine (1.5mmol), Pd2(dba)3 (0.01mmol), R-BINAP (0.03mmol) and potassium carbonate (0.7mmol) were dissolved in acetonitrile (5mL). The solution was stirred at room temperature for 3.5h under an argon atmosphere. The resulting reaction mixture was treated with saturated brines (50mL) and extracted with acetonitrile (3×25mL), and dried with anhydrous Na2SO4. The anhydrous Na2SO4 was removed by filtration and the filtrate was concentrated. The residue was washed with ethyl acetate (3×2mL) and diethyl ether (3×2mL), filtered and dried under vacuum.

According to the analysis of related databases, 4316-94-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Meng-Meng; Mei, Qiong; Zhang, Yi-Xiao; Bai, Peng; Guo, Xiang-Hai; Chinese Chemical Letters; vol. 28; 3; (2017); p. 583 – 587;,
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Adding a certain compound to certain chemical reactions, such as: 3543-46-2, 5-Bromo-4-phenylpyrimidine, 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, 3543-46-2, blongs to pyrimidines compound. Recommanded Product: 5-Bromo-4-phenylpyrimidine

Example 186 methyl 4-methyl-1-(4-phenylpyrimidin-5-yl)piperidine-4-carboxylate A degassed mixture of 5-bromo-4-phenylpyrimidine (600 mg), methyl 4-methylpiperidine-4-carboxylate hydrochloride (520 mg), Pd2(dba)3 (120 mg), Xantphos (150 mg), sodium tert-butoxide (620 mg) and 1,4-dioxane (20 mL) was stirred with microwave irradiation at 110C for 9 hr. The mixture was filtered through silica gel (NH, ethyl acetate), and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (130 mg). 1H NMR (300 MHz, CDCl3) delta 1.22 (3H, s), 1.41-1.54 (2H, m), 2.06-2.15 (2H, m), 2.68-2.79 (2H, m), 2.98-3.08 (2H, m), 3.69 (3H, s), 7.39-7.51 (3H, m), 8.01-8.07 (2H, m), 8.39 (1H, s), 8.89 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3543-46-2, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; KOIKE, Tatsuki; KAJITA, Yuichi; YOSHIKAWA, Masato; IKEDA, Shuhei; KIMURA, Eiji; HASUI, Tomoaki; NISHI, Toshiya; FUKUDA, Hiromi; EP2933247; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia