Tag: M.W:200-300

Application of 134221-52-6 ,Some common heterocyclic compound, 134221-52-6, molecular formula is C7H7ClN2O3, 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.

To a stirred solution of 2-methyl-4-morpholin-4-yl-6-nitro-phenyl amine (0.290 g, 1.22 mmol) in methanol (40 mL) was added 10% palladium on carbon (180 mg) and the suspension flushed well with nitrogen, followed by hydrogen. The resulting suspension was stirred 8 hours at room temperature under an atmosphere of hydrogen (ca. 1 atm). The resulting suspension was filtered under nitrogen through a pad of Celite and washed with methanol (50 mL). This solution was cooled down to 0 C. and the 4-chloro-2,6-dimethoxy-pyrimidine-5-carbaldehyde (N. Ple et al. J. Heterocyclic Chem., 28, 283, 1991 (0.272 g, 1.34 mmol) in methanol (50 ml) was added and the reaction mixture as stirred exposed to air at 23 C. for 18 hours. MeOH was evaporated in vacuo and the crude material was purified on silicagel dry column using CH2Cl2: Isopropanol (9:1) to give the title compound as a yellow solid. (0.304 g, 64%), HPLC: 98% (220 nm), LCMS (+ESI, M+H+) m/z 390, IR (KBr, cm-1) 3421, 2955, 2854, 1602, 1540, 1385; 1H NMR (400 MHz, DMSO) delta 6.70 (br s, 2H), 3.87 (s, 3H), 3.80 (s, 3H), 3.63 (m, 4H), 2.94 (m, 4H), 2.34 (s, 3H);

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. 134221-52-6, 4-Chloro-2,6-dimethoxypyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beaulieu, Francis; Marinier, Anne; Ouellet, Carl; Roy, Stephan; Wittman, Mark D.; US2005/54655; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 3438-55-9, name is 5-Bromo-4-chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Bromo-4-chloro-6-methylpyrimidine

The (+/-)-(3aR,4S,6R,6aS)-6-amino- in ethanol (9.0 ml, 0.5 M)2,2-Dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-ol (T-1)(786 mg, 4.54 mmol), 5-bromo-4-chloro-6-methylpyrimidine(1.04 g, 4.99 mmol) and trimethylamine (0.822 ml, 5.9 mmol)The mixture was heated to 80 C for 20 hours.The crude reaction mixture was concentrated to a solid and then purified by chromatography on a gradient of 0% to 100% EtOAc in heptane to give T-2 as a white solid, 1.35 g (87% yield).

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, 3438-55-9, 5-Bromo-4-chloro-6-methylpyrimidine.

Reference:
Patent; PFIZER INC.; KUMPF, ROBERT ARNOLD; MCALPINE, INDRAWAN JAMES; MCTIGUE, MICHELE ANN; PATMAN, RYAN; RUI, EUGENE YUANJIN; TATLOCK, JOHN HOWARD; TRAN-DUBE, MICHELLE BICH; WYTHES, MARTIN JAMES; (445 pag.)TW2018/2074; (2018); A;,
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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 74840-34-9, name is 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 74840-34-9

0.35g (1.71mmol) of 4-chloro-2-(methylsulfanyl)pyrimidine-5-carboxylic acid was dissolved in 20mL dichloromethane solvent, 0.37g (2.94mm0l) oxalyl chloride was added, 1 drop DMF, stirred at room temperature for 6h and then under reduced pressure Evaporation of solvent and excess oxalyl chloride gave a yellow solid;This was dissolved in 20 mL of dichloromethane and then 0.22 g (1.21 mmol) of 5-[(methylamino)methyl]-1H-imidazole-4-ethylformate and 0.21 g (2.05 mmol) of triethylamine were added and stirred at room temperature After the reaction, it was poured into 30 mL of saturated sodium bicarbonate solution and extracted with dichloromethane (20 mL × 2). The combined organic phase was dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure to give 5-((4-chloro-N-methyl-2-(methylsulfanyl)pyrimidine-5-carboxamido)methyl)-1H-imidazole-4-ethylformate was used directly in the next reaction.A solution of ethyl 5-((4-chloro-N-methyl-2-(methylsulfanyl)pyrimidine-5-carboxamido)methyl)-1H-imidazole-4-ethylformate in 20 mL of acetonitrile was added 0.58 g 4.22 mmol) anhydrous potassium carbonate and stirred at room temperature until the reaction was completed. The solvent was distilled off under reduced pressure.The residue was dissolved in 20 mL of methylene chloride, washed with 30 mL of saturated brine and dried over anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure and the residue was purified by column chromatography (CH2C12: CH3COCH3 = 10: 1) to give a white solid The yield is 60percent.

With the rapid development of chemical substances, we look forward to future research findings about 74840-34-9.

Reference:
Patent; Beijing Normal University; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Zhang Zhanbin; Yu Gang; Li Yi; Xiao Guiying; Cao Yanqing; Su Ruibin; Zheng Zhibing; Zhou Xinbo; (12 pag.)CN107312012; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide, molecular formula is C11H13ClN4O, 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. COA of Formula: C11H13ClN4O

4-Chloro-5-iodo-2-trimethylacetamido-pyrrolor2.3-(flpyrimidine (9b).4-Chloro-2-trimethylacetamido-pyrrolo[2,3-rf]pyrimidine (9a, 10.9 g, 43.24 mmol) was dissolved in anhydrous THF (120 mL) under nitrogen. After the addition of LambdaModosuccinimide (10.7 g, 47.56 mmol), the mixture was stirred at RT for 1 h. The solvent was then removed in vacuo. The residue dissolved in EtOAc (100 mL) and washed with 1 M sodium thiosulfate (3×100 mL). Column chromatography purification (2% MeOH in DCM, isocratic ) yielded 9b (12.9 g). 1H-NMR (DMSO-rfbeta): 1.2 (9H, s), 7.8 (IH, d, Ji = 4 Hz), 10.1 (IH, s), 12.7 (IH, s).

With the rapid development of chemical substances, we look forward to future research findings about 149765-15-1.

Reference:
Patent; BENNER, Steven, Albert; HUTTER, Daniel; LEAL, Nicole, Aurora; KARALKAR, Nilesh, Bhaskar; WO2010/110775; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-55-9, 5-Bromo-4-chloro-6-methylpyrimidine, 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, Computed Properties of C5H4BrClN2, blongs to pyrimidines compound. Computed Properties of C5H4BrClN2

Sodium methoxide (25 wt% solution in methanol, 1.83 mL, 16.0 mmol) was added to a solution of 5-bromo-4-chloro-6-methylpyrimidine (1.85 g, 8.92 mmol) in methanol (50 mL) and the reaction was stirred at ambient temperature for 1 hour. The reaction was quenched by the addition of pH 7 buffer. The majority of the methanol was removed under reduced pressure. The aqueous portion was diluted with water and was extracted with diethyl ether three times. The combined organic extracts were washed with brine, dried over Na2S04, filtered and concentrated to afford 5- bromo-4-methoxy-6-methylpyrimidine (1.43 g, 79%). ¹H NMR (CDC13, 400 MHz): 8 8.48 (s, 1H); 4.00 (s, 3H); 2.54 (s, 3H). MS (ES) 204(M+1).

The synthetic route of 3438-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; WO2005/105814; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 959236-97-6, 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.959236-97-6, name is 4-Bromo-2-(methylthio)pyrimidine, molecular formula is C5H5BrN2S, molecular weight is 205.08, as common compound, the synthetic route is as follows.

General procedure: In two neck 50 mL round bottom flask dry under nitrogen ethylN-imidazo[1,2-b]pyridazin-6-ylcarbamate (0.104 g, 0.66 mmol) was placed inanhydrous toluene (2.1 mL). After 10 min, 3-bromopyridin (0.083 mL, 0.66 mmol),Pd(OAc)2 (0.045 g, 10%), triphenylphosphine(0.035 g,20%), was added and then K2CO3 (0.184 g, 1.29mmol). The mixture was heated at 110C during 8 h. After cooling to roomtemperature, the solvent was evaporated. The crude residue was diluted in AcOEtand washed with NaCl solution. The organic layer was dried over Na2SO4,filtered, and evaporated under reduced pressure. The crude residue was purifiedby chromatography on silica gel using Cyclohexane-AcOEt (7:3). Evaporation ofthe eluent in vacuum gave the desired compound in 6.8% yield (0.013 g) as awhite powder.

Statistics shows that 959236-97-6 is playing an increasingly important role. we look forward to future research findings about 4-Bromo-2-(methylthio)pyrimidine.

Reference:
Article; Bendjeddou, Lyamin Z.; Loaec, Nadege; Villiers, Benoit; Prina, Eric; Spaeth, Gerald F.; Galons, Herve; Meijer, Laurent; Oumata, Nassima; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 696 – 709;,
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Pyrimidine – Wikipedia

Related Products of 31462-58-5, 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.31462-58-5, name is 5-Iodopyrimidine, molecular formula is C4H3IN2, molecular weight is 205.9845, as common compound, the synthetic route is as follows.

General procedure: To a round-bottom flask, aryl electrophile (1.0mmol), Pdnanocatalyst (1.5 mol%), Cs2CO3(1.5 mmol), PhB(OH)2(1.3 mmol), and EtOH (3.0 mL) were added, stirred andheated at 80C. The progress of the reaction was checked using TLC. After the completion of the reaction, the mixturewas cooled down and the catalyst was isolated usingan external magnet. The solvent was evaporated and furtherpurification was achieved using column chromatography onsilica gel to deliver the desired biphenyl derivatives in highyields.

The chemical industry reduces the impact on the environment during synthesis 31462-58-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Khalili, Dariush; Banazadeh, Ali Reza; Etemadi-Davan, Elham; Catalysis Letters; vol. 147; 10; (2017); p. 2674 – 2687;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 199678-12-1, Adding some certain compound to certain chemical reactions, such as: 199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid,molecular formula is C11H8N2O2, 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 199678-12-1.

General procedure: This compound was prepared by means of a procedure similar to that used for 7g and 7a. Under an argon atmosphere, diethyl cyanophosphonate (DEPC) (0.09 mL, 0.61 mmol) and triethylamine (0.18 mL, 1.30 mmol) were added to a solution of compound 9 (246 mg, 0.47 mmol) and 4-(2-pyridyl)benzoic acid (94 mg, 0.47 mmol) in dehydrated N,N-dimethylformamide (10 mL) at 0 C. The reaction mixture was left to stand overnight, then poured into a saturated aqueous solution of sodium hydrocarbonate, and the whole was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (eluant; n-hexane/ethyl acetate = 1:2 v/v) to afford the intermediate compound.

According to the analysis of related databases, 199678-12-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ohashi, Masao; Oyama, Takuji; Putranto, Endy Widya; Waku, Tsuyoshi; Nobusada, Hiromi; Kataoka, Ken; Matsuno, Kenji; Yashiro, Masakazu; Morikawa, Kosuke; Huh, Nam-Ho; Miyachi, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 21; 8; (2013); p. 2319 – 2332;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 313339-35-4, 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 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 3pyrimidin-5-yl1carbonyl}amino]phenyl>cvclohexyl acetate.A 50-mL 3-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was charged with a solution of 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid (700 mg, 2.93 mmol, 1.50 equiv) and N^V-dimethylformamide (1 drop) in dichloromethane (10 mL). The solution was treated with oxalyl chloride (750 mg, 5.91 mmol, 3.00 equiv) dropwise with stirring, stirred for 2 h at room temperature and then treated with a solution of Intermediate 2 (800 mg, 1.97 mmol, 1.00 equiv) in dichloromethane (10 mL) and DIEA (2 mL) dropwise with stirring at 0C. The resulting solution was stirred for an additional 1 h at room temperature, concentrated under vacuum and the residue was purified by chromatography on silica gel (1 :10 ethyl acetate/petroleum ether) to afford the title compound as a colorless oil. HPLC/MS: 626.31 (M+H); Rt 4.78 min (LC4).

According to the analysis of related databases, 313339-35-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GRAHAM, Thomas, H.; SHEN, Dong-Ming; NARGUND, Ravi, P.; DEVITA, Robert, J.; YU, Yang; LIU, Wensheng; WO2012/122075; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 882670-89-5, 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 882670-89-5, name is 6-Bromopyrido[2,3-d]pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 6-(3 ,5 -dimethoxyphenyl)pyrido [2,3-d]pyrimidin-2-amine. A mixture of 6-bromopyrido[2,3-d]pyrimidin-2-amine (1.0 g, 4.46 mmol), 3,5- dimethoxyphenylboronic acid (1.2 g, 6.70 mmol), PdC12(dppf) (364 mg, 0.446 mmol) and potassium carbonate (1.8 g, 13.39 mmol) in 1,4-dioxane/water (4 mL/1 mL) was degassed withnitrogen for 5 mm and stirred at 110 C for 30 mm under microwave. The reaction mixture was cooled to RT, and concentrated to afford a crude product, which was purified by silica gel column chromatography (ethyl acetate:petroleum ether = 4: 1) to afford 6-(3,5- dimethoxyphenyl)pyrido[2,3-d]pyrimidin-2-amine as a yellow solid (400 mg, 31%). MS (ES+) C15H14N402 requires: 282, found: 283 [M+H].

According to the analysis of related databases, 882670-89-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V.; WO2014/11900; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia