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. 111196-81-7, name is 2-Chloro-5-ethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 111196-81-7

[0570] A mixture of (S)-3-((4-bromo-2-fluorophenoxy)methyl)pyrrolidine hydrochloride (1.70 g, 5.5 mmol), 2-chloro-5-ethylpyrimidine (0.85 g, 6.1 mmol) and diisopropylethylamine (1.77 g, 13.8 mmol) in dimethylformamide (150 mL) was stirred at 130oC overnight. After cooling to ambient temperature, dimethylformamide was removed under reduced pressure and the residue was treated with water (200 mL). A brown precipitate was formed which was filtered and re-dissolved in methylene chloride until the solution was clear. This was then dried over sodium sulfate, and filtered through a 3 cm silica gel pad. The solution was then evaporated in vacuo and the residue was purified by column chromatography by eluting with hexanes-ethyl acetate mixture (4:1) to obtain the title product (1.3 g, 62%) as colorless crystals. 1H-NMR (400 MHz, DMSO-d6) delta 8.21 (s, 2H), 7.52 (d, J = 8.7 Hz, 1H), 7.32 (d, J = 8.7Hz, 1H), 7.19 (t, J =8.7 Hz, 1H), 4.17-4.02 (m, 2H), 3.77-3.58 (m, 2H), 3.53-3.35 (m, 2H), 2.87-2.73 (m, 1H),2.41 (q, J = 7.5 Hz, 2H), 2.22-2.11 (m, 1H), 1.94-1.80 (m, 1H), 1.12 (t, J = 7.5 Hz, 3H).

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, 111196-81-7, 2-Chloro-5-ethylpyrimidine.

Reference:
Patent; PRAMANA PHARMACEUTICALS INC.; CHAFEEV, Mikhail; (240 pag.)WO2019/104418; (2019); A1;,
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Synthetic Route of 461-98-3, 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 461-98-3, name is 2,6-Dimethylpyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Step 5 : 3,5-Dichloro-4-[4-(2,6-dimethylpyrimidin-4-ylamino)^ A suspension of 3,5-dichloro-4-(4-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile (65 mg, 0.20 mmol), 4- amino-2,6-dimethylpyrimidine (27 mg, 0.22 mmol), Pdi(dba)3 (5 mg, 0.005 mmol), Xantphos (12 mg, 0.02 mmol) and cesium carbonate (91 mg, 0.28 mmol) in dioxane (2 mL) was sealed in a reaction vial, purged with nitrogen, and heated at 90 C for 18 hours. The reaction mixture was cooled, filtered, and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (30-100% ethyl acetate in cyclohexane), then by HPLC (gradient: 25 to 98% acetonitrile in water with 0.1% ammonium hydroxide), to afford the title compound as a white solid (22 mg, 27% yield). ? NMR (400 MHz, DMSO-d6): d 9.41 (d, J = 0.9 Hz, 1H), 8.51 (s, 2H), 8.08 (d, J = 6.9 Hz, 1H), 7.67 (s, 1H), 7.54 (dd, J = 6.9, 1.0 Hz, 1H), 2.73 (s, 3H), 2.58 (s, 3H). LCMS (Method B): RT = 3.00 min, m/z: 410.15 [M+H+].

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 461-98-3, 2,6-Dimethylpyrimidin-4-amine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; GOODACRE, Simon; LAI, Yingjie; LIANG, Yun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/66061; (2012); A1;,
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Reference of 26032-72-4, 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.26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine, molecular formula is C10H6Cl2N2, molecular weight is 225.074, as common compound, the synthetic route is as follows.

[00526] To a reaction flask were added 2,4-dichloro-6-phenylpyrimidine (0.76 g, 3.40 mmol), potassium carbonate (0.93 g, 6.80 mmol), (2S,3S)-ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride (0.96 g, 4.10 mmol) and DMF (10 mL). The mixture was stirred at 50 C for 24 h. Water (40 mL) was added to quench the reaction, and the resulting mixture was extracted with EtOAc (30 mL x 3). The combined organic phases were washed with saturated brine (60 mL), dried over anhydrous Na2 SO4, filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 15/1) to give the title compound as a white solid (0.70 g, 50 %).MS (ESI, pos. ion) m/z: 386.1[M+H]b.

Statistics shows that 26032-72-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-6-phenylpyrimidine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); 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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, 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. name: 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

2-oxa-6-azaspiro [3.4] octane (62, 50 mg, 0.44 mmol) was added to a solution of 2 – ((6-chloro-2-methylpyrimidin-4-yl) amino ) (-N, 2-chloro-6-methylphenyl) thiazole-5-carboxamide (52,158 mg, 0.4 mmol) and N, N-diisopropylethylamine (0.14 mL, 0.8 mmol) 1, 4-dioxane (5 mL), heated to reflux, reacted overnight, and TLC monitored the disappearance of the starting material.The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and separated by high performance liquid chromatography to give a pale yellow solid (10 mg, yield 5.3%)

With the rapid development of chemical substances, we look forward to future research findings about 302964-08-5.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
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Application of 5177-27-5, 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 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2,4-dichloropyrimidin-5-amine (1.58 g, 9.63 mmol) and dihydro-2H-thiopyran-4(3H)-one (1.45 g, 12.5 mmol) in dichloromethane (50 ml) at 0 C. was added dropwise a 1 M solution of titanium tetrachloride (10.6 ml, 10.6 mmol) in dichloromethane. After the reaction mixture was stirred at room temperature for 2 h, sodium cyanoborohydride (1.91 g, 28.9 mmol) was added in single portion and the reaction mixture was stirred at room temperature for 16 hours. After the reaction mixture was diluted with dichloromethane, the reaction mixture was poured carefully into iced-saturated NaHCO3 solution. EtOAc was added and then the insoluble materials were filtered off. The phases of the filtrate were separated, and the aqueous phase was extracted with EtOAc. The combined organic phases were washed with water and saturated NaCl, dried with Na2SO4 and concentrated in vacuo to give a crude oil. The crude residue was purified by silica gel chromatography (hexane/ethyl acetate, 100:0 to 3:1) to afford 2,4-dichloro-N-(tetrahydro-2H-thiopyran-4-yl)pyrimidin-5-amine (864 mg, 3.27 mmol, 34% yield) as a yellow oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.59-1.76 (m, 2H) 2.07-2.20 (m, 2H) 2.58-2.69 (m, 2H) 2.70-2.85 (m, 2H) 3.42-3.57 (m, 1H) 5.78 (d, J=8.84 Hz, 1H) 8.25 (s, 1H). MS [M+H] 264.

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 5177-27-5, 5-Amino-2,4-dichloropyrimidine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2011/53921; (2011); A1;,
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Related Products of 128276-50-6, 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 128276-50-6, name is 4,6-Dimethoxypyrimidine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 Synthesis of N-(2-chloro-2-propenylsulfonyl)-4,6-dimethoxypyrimidine-2-carboxylic amide (Compound No. 23) 2.4 g (13 mmol) of 4,6-dimethoxypyrimidine-2-carboxylic acid, 2.0 g (13 mmol) of 2-chloro-2-propenylsulfonamide, and 3.9 g (39 mmol) of triethylamine were dissolved in 50 ml of dichloromethane, and then the mixture was stirred for 30 minutes at room temperature. After 3.0 g (13 mmol) of 70% diethyl cyanophosphate was added to the mixture, the whole mixture was stirred at room temperature overnight. The reaction mixture was washed with diluted hydrochloric acid to remove the excess of triethylamine, and subsequently the product was extracted with 50 ml of a saturated aqueous solution of sodium bicarbonate. The extract was acidified by diluted hydrochloric acid to possess pH 2~3. The organic layer was extracted by 200 ml of ethyl acetate twice. The extract was washed with water, the organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to afford 1.8 g of a viscous liquid. The viscous liquid was purified by column chromatography on silica gel (ethyl acetate: hexane=1:1), thus obtaining 1.4 g of the desired product (yield 33.7%). Yellow powder, melting point: 125-130 C.

According to the analysis of related databases, 128276-50-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US5444060; (1995); A;,
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Adding a certain compound to certain chemical reactions, such as: 18740-38-0, Thieno[2,3-d]pyrimidine-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, 18740-38-0, blongs to pyrimidines compound. SDS of cas: 18740-38-0

A total of 0.8 mL N,N-dimethylaniline was added to 3.0 g of thieno[2,3-d]pyrimidine-2,4-(1H,3H)-dione 6a in 20 mL POCl3. The mixture was then heated under reflux for 16 h. Excess POCl3 was removed in vacuo, and the resulting residue was treated with ice water to yield a precipitate. The solid was collected by filtration, washed with water and dried over a funnel to afford solid 7a (1.3 g, yield 35.5%). 1H NMR (400 MHz, CDCl3): delta 7.62 (d, J = 6.4 Hz, 1H), 7.43 (d, J = 6.4 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18740-38-0, its application will become more common.

Reference:
Article; Deng, Jifeng; Peng, Li; Zhang, Guicheng; Lan, Xiaobing; Li, Chufang; Chen, Fuxin; Zhou, Yayao; Lin, Zuoxian; Chen, Ling; Dai, Renke; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 46; 1; (2011); p. 71 – 76;,
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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 274693-26-4, name is 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C26H32F2N6O4S

Hydrochloric acid (3N, 24 mL) was added to a solution of 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylsulfanyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d](1,3)dioxol-4-yl)oxy)ethanol (6 g, Formula XI as obtained from Example 10) in methanol (30 mL). The reaction mixture was heated to 35C to 40C. The reaction mixture was stirred for 16 hours at 35C to 40C. Methanol was distilled off completely under vacuum at 30C to 35C to obtain a residue. The residue was extracted with dichloromethane (36 mL). The organic layer was washed with aqueous hydrochloric acid (IN, 30 mL) followed by washing with aqueous sodium bicarbonate solution (3 g in 30 mL) and deionized water (30 mL). The organic layer was distilled off to dryness to obtain a crude material. The crude material was purified with acetonitrile (30 mL) to afford the title compound. Yield: 4.16 g

With the rapid development of chemical substances, we look forward to future research findings about 274693-26-4.

Reference:
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; GOTTUMUKKALA, Nagaraju; SAINI, Anil; KHANNA, Mahavir, Singh; PRASAD, Mohan; (56 pag.)WO2016/38520; (2016); A1;,
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Synthetic Route of 6328-58-1, 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.6328-58-1, name is 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, molecular formula is C6H8N2OS, molecular weight is 156.21, as common compound, the synthetic route is as follows.

[00588] To solution of 6-methyl-2-(methylsulfanyl)-3,4-dihydropyrimidin-4-one Intermediate 1 Step 1 (EV-AO5743-001, 7 g, 44.8 mmol) in water (50ml) and dioxane (100ml) was added NaOH (2.15 g, 53.8 mmol) followed by l-(chloromethyl)-4- methoxybenzene (8.42 g, 53.8 mmol) and stirred at 50 C for 1 h. The reaction mixture was cooled to r.t. and the resultant precipitate filtered under vacuum and purified by chromatography on Si02, eluting with Heptane/EtOAc (gradient 100:0 – 0: 100) to afford the title compound (1.54 g, 11.4%) as an oil. [00589] Method A: LC-MS: m z = +277.0 (M+H)+; RT = 1.40 min.

The chemical industry reduces the impact on the environment during synthesis 6328-58-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; QUARTET MEDICINE, INC.; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); TEBBE, Mark, Joseph; ATTON, Holly, Victoria; AVERY, Craig; BROMIDGE, Steven, Mark; KERRY, Mark; KOTEY, Adrian, Kotei; MONCK, Nathaniel, J.; MENICONI, Mirco; RIDGILL, Mark, Peter; TYE, Heather; SAIAH, Eddine; JOHNSSON, Kai, Peter; GORSKA, Katarzyna, Irena; PENG, Hairuo; MCCALL, John, Michael; (356 pag.)WO2017/59191; (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. 14160-91-9, name is 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 14160-91-9

To a stirred solution of A-1a (150.00 g, 785.28 mmol, 1.0 equiv.) in benzene (1500 mL) ethylene glycol (48.69 g, 785.28 mmol, 1.0 equiv.) and a catalytic amount of p-toluenesulphonic acid (13.51 g, 78.53 mmol, 0.1 equiv.) are added. The reaction mixture is refluxed until full conversion of the starting material is observed. The solvent is evaporated under reduced pressure, the residue diluted with DCM and washed with an aqueous sodiumbicarbonate solution. Organic layers are combined, dried (Na 2SO 4) and concentrated under reduced pressure. Further purification by flash column chromatography (eluent: 10% ethyl acetate in hexane) yields the desired product A-2a.

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, 14160-91-9, 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde.

Reference:
Patent; Boehringer Ingelheim International GmbH; RAMHARTER, Juergen; KOFINK, Christiane; STADTMUELLER, Heinz; WUNBERG, Tobias; HOFMANN, Marco Hans; BAUM, Anke; GMACHL, Michael; RUDOLPH, Dorothea Ingrid; SAVARESE, Fabio; OSTERMEIER, Markus; FRANK, Markus; GILLE, Annika; GOEPPER, Stefan; SANTAGOSTINO, Marco; WIPPICH, Julian; (175 pag.)US2019/194192; (2019); A1;,
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