Tag: M.W:100-200

Synthetic Route of 705263-10-1, 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. 705263-10-1, name is 6-Bromopyrazolo[1,5-a]pyrimidine, molecular formula is C6H4BrN3, 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.

6-Bromo-pyrazolo [1,5-a] pyrimidine (2.0 g, 10.0 mmol) dissolved in 20 mL of toluene, [1,1′-bis (diphenylphosphino) ferrocene Fe] dichloropalladium (0.7 g, 1 mmol), potassium acetate (4.0 g, 40.0 mmol) and the associated acid pinacol ester (5.1 g, 20.0 mmol) were added in the flask. It was heated to reflux under argon for 5 h, and TLC monitoring of the reaction process until the starting material disappeared stop heating. The reaction solution was cooled to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: petroleum ether / ethyl acetate). White solid, yield: 65%. 1H NMR (CDCl3, 400 MHz, delta ppm):8.71 (d, J = 1.6 Hz, 1H), 8.17 (d, J = 2.2 Hz, 1H), 1.38 (s, 12H). ESI-MS(m/z): 246.1 [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 705263-10-1, 6-Bromopyrazolo[1,5-a]pyrimidine.

Reference:
Article; Hu, Liming; Cao, Tingting; Lv, Yongjuan; Ding, Yiming; Yang, Leifu; Zhang, Qiang; Guo, Mingzhou; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5830 – 5835;,
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Electric Literature of 5305-40-8, 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. 5305-40-8, name is 4,6-Dichloropyrimidine-5-carbaldehyde, molecular formula is C5H2Cl2N2O, 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.

To a solution of aldehyde 14.1 (1.50 g, 8.48 mmol, 1.0 equiv.) in toluene (18 mL) was added 7 M NH3 in MeOH (1.8 mL, 12.7 mmol, 1.5 equiv.) and the reaction mixture was heated to 55 C. Additional NH3 was added (7 M in MeOH, 3.5 mL, 24.5 mmol) over the next 4 hr, and then the reaction mixture was cooled to RT. Water (2 mL) was added and the resultant mixture was concentrated. The residue was dissolve in MeOH and adsorbed onto SiO2 gel. Purification by flash column chromatography (20-25-33-40% EtOAc/hexanes) afforded 15.2 (0.88 g, 66%) as a beige solid. LCMS: m/z: 158 [M+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 5305-40-8, 4,6-Dichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2009/36419; (2009); A1;,
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Pyrimidine – Wikipedia

Reference of 769-42-6, 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.769-42-6, name is 1,3-Dimethylbarbituric acid, molecular formula is C6H8N2O3, molecular weight is 156.1393, as common compound, the synthetic route is as follows.

To a solution of 1,3-dimethylbarbituric acid (3.90 grams, 25.0 mmol) in 100 mL hot H2O was added a solution of benzaldehyde (2.65 grams, 25.0 mmol) in EtOH (20 mL). The resultant mixture was stirred vigorously while heating at reflux. After 5 hours, the mixture was allowed to cool to room temperature, and the precipitate was collected via filtration, washing with additional water. After drying overnight, this provided 5-benzylidene-l,3-dimethylpyrimidine-2,4,6-trione (5.90 grams, 97% yield) as a pale yellow solid.

Statistics shows that 769-42-6 is playing an increasingly important role. we look forward to future research findings about 1,3-Dimethylbarbituric acid.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; MOSER, William H.; TOWNSEND, Erik M.; THOMPSON, Zachary J.; CARUSO DAILEY, Mary M.; KROPP, Michael A.; (46 pag.)WO2019/152187; (2019); A1;,
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Application of 705263-10-1, 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 705263-10-1 as follows.

Preparative Example 14 Step 1 : 6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyrazolo[l,5-a]pyrimidine To a solution of 6-bromopyrazolo[l,5-a]pyrimidine (1.5 g, 7.57 mmol) in 1,4-dioxane (20 mL) were added 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (2.12 g, 8.33 mmol), potassium acetate (1.48 g, 15.14 mmol) and l,l’-bis(diphenylphosphino)ferrocene-palladium(II)dichloride (553 mg, 0.76 mmol). The reaction mixture was purged with nitrogen for 2 min and heated to 100 C for 4 h and subsequently concentrated to dryness in vacuo. The resulting viscous mass was diluted with water and extracted with ethyl acetate (2 x 50 mL). The combined organic layers were dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 30% ethyl acetate in hexane) affording 6-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrazolo[l ,5-a]pyrimidine (1.0 g, 54%): lU NMR (400 MHz, Chloroform-d) delta 8.99 (s, 1H), 8.69 (s, 1H), 8.15 (d, / = 2.4 Hz, 1H), 6.67 (d, J = 2.4 Hz, 1H), 1.42 (s, 12H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705263-10-1, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); 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. 1192479-35-8, name is 2-Chloro-5-fluoro-4-methoxy-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Chloro-5-fluoro-4-methoxy-6-methylpyrimidine

To a solution of 2-chloro-5-fluoro-4-methoxy-6-methylpyrimidine (2 g) in carbon tetrachloride (24 ml) was added AIBN (0.2 g) and NBS (6 g) and the reaction mixture stirred under reflux for twenty six hours then allowed to cool overnight. The reaction mixture was poured into cold water and extracted with dichloromethane (2 x 100 ml); the combined organic layer was washed with water and brine then dried (MgSC”4) and evaporated. The residue was triturated with diethyl ether / hexane and a white solid filtered off and the filtrate evaporated to give the title compound (2.61 g) which contained an approximately 1 :3 mixture of 4-(bromomethyl)-2-chloro-5-fluoro-6- methoxypyrimidine : 2-chloro-5-fluoro-4-methoxy-6-methylpyrimidine.

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, 1192479-35-8, 2-Chloro-5-fluoro-4-methoxy-6-methylpyrimidine.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HALL, Adrian; FARTHING, Christopher Neil; EATHERTON, Andrew John; WO2014/13076; (2014); A1;,
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Reference of 52606-02-7 ,Some common heterocyclic compound, 52606-02-7, molecular formula is C7H8N2O3, 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.

Example 10 rac-5-[(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1 H-imidazol-2-yl]-2,4-dimethoxy-pyhmidineThe title compound was prepared using the procedure described by Ishihara, M. and Togo, H. Synlett 2006, 2, 227-230 and ibid Tetrahedron 2007, 63, 1474- 1480.Iodine (172 mg, 0.68 mg) was dissolved in tert-butanol (20 ml_) and potassium carbonate (300 mg, 2.2 mmol) was added. 2,4-Dimethoxy-5-formylpyhmidine (100 mg, 0.6 mmol, Frontier) and (rac)-2,3-Bis(4-chloro-phenyl)-butane-2,3- diamine (200 mg, 0.65 mmol) was added to the mixture. This was warmed to 65 0C for 2 h. This was cooled, diluted with ethyl ether (50 ml_) and filtered through CeI ite. After evaporating to dryness, the residue was purified by flash column chromatography (silica gel, eluting with 2-5% methanol/methylene chloride) to give rac-5-[(4S*,5R*)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5- dihydro-1 H-imidazol-2-yl]-2,4-dimethoxy-pyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52606-02-7, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/47161; (2009); A1;,
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Electric Literature of 13162-27-1, Adding some certain compound to certain chemical reactions, such as: 13162-27-1, name is 2,4-Dichloro-6-methylpyrimidin-5-amine,molecular formula is C5H5Cl2N3, 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 13162-27-1.

The raw material 14 (2.63g), adding 263mg of Pd / C, adding triethylamine 3.5ml, anhydrous ethanol 88ml, water 4ml, 20psi hydrogen pressure reaction 8h, the raw material reaction is complete after the filter, spin dry solvent, Yellow solid, dry loading, purification to obtain white solid 15 (1.22g) yield 74.4%.

According to the analysis of related databases, 13162-27-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SICHUAN BAILI PHARMACEUTICAL CO LTD; WU, YONG; ZHU, YI; HAI, LI; WANG, YIXI; LI, JIE; (23 pag.)CN105906621; (2016); A;,
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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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloro-4-(trifluoromethyl)pyrimidine

Step C. 7-(4-Trifluoromethyl-pyrimidin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol. A solution of 6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol (60 mg, 0.30 mmol), 2-chloro-4-tritrifluoropyrimidine (36 muL, 0.30 mmol), and Et3N (0.11 mL, 0.81 mmol) in DMF (1.2 mL) was heated at 120¡ã C. for 2 h. The mixture was cooled to rt, diluted with water, and extracted with EtOAc. The combined organic layers were dried (Na2SO4) and concentrated to give the title compound (69 mg, 68percent), which was used without further purification.

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, 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; Allison, Brett D.; Branstetter, Bryan James; Breitenbucher, James Guy; Hack, Michael D.; Hawryluk, Natalie A.; Lebsack, Alec D.; McClure, Kelly J.; Merit, Jeffrey E.; US2007/225275; (2007); A1;,
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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 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5305-45-3

To a mixture of 22a (55 mg, 0.2 mmol) in THF (2 mL) was added NaH (16 mg 0.4 mmol) at 0 C, the mixture was stirred at 0 C for 30 min, then 4,6-dichloropyrimidine-5- carbonitrile (42 mg 0.24 mmol) was added, the reaction was stirred at 0 C- r.t for 2 h. The mixture was quenched by MeOH, concentrated and purified by flash column chromatography to give 22b as a yellow solid (50 mg, yield: 60%). MS (m/z): 412.9 (M+l)+.

With the rapid development of chemical substances, we look forward to future research findings about 5305-45-3.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; WO2014/15523; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1193-21-1, 4,6-Dichloropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

4,6-dichloro-2-phenylpyrimidineN-Butyl lithium (3.22 g, 50.3 mmol, and 1.6N in hexane) was added dropwise to a stirred solution of bromobenzene (7.9 g, 50.3 mmol) in THF (70 mL) over a period of 30 min at -78 ¡ãC, and reaction was continued stirring for 2 h. The generated phenyl lithium was added dropwise to a stirred solution of 4, 6-dichloropyrimidine (5 g, 33.5 mmol) in THF (50 mL) over a period of 45 min at -78 0C, and reaction was continued stirring for 30 min. Then, the reaction mixture was slowly heated to 0 ¡ãC and quenched with water (100 ml), DDQ (7 g, 30. 8 mmol) dissolved in THF (70 mL) was added portionwise and stirred for 10 min. Then, the reaction mixture was washed with 10percent NaOH (50 mL), extracted with CH2Cl2 (3×100 mL), washed with brine (100 mL), dried (Na2SO4) and concentrated. The concentrated product was purified through silica column chromatography using pet. ether to afford 4,6-dichloro-2- phenylpyrmimidine (example 21, 2.6 g, 35 percent) as a white solid. Rf: 0.3 (100percent PE). 1H NMR (400 MHz, CD3OD): delta 8.41-8.39 (m, 2H), 7.60 (s, IH), 7.58-7.50 (m, 3H). m/e (M+l): 224.8.

The synthetic route of 1193-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MIIKANA THERAPEUTICS, INC.; WO2008/154026; (2008); A1;,
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Pyrimidine – Wikipedia