Pyrimidines

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.74901-69-2, name is 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, molecular formula is C6H4Cl2N2S, molecular weight is 207.08, as common compound, the synthetic route is as follows.category: pyrimidines

To a suspension of 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrinnidine ( 100 mg, 0.483 mmol) in DMSO (3.0 mL) was added DIPEA (0.59 mL, 3.4 mmol) and N-propyltetra- hydropyran-4-amine (83 mg, 0.58 mmol). The pale yellow suspension was shaken for 4 hours at 80 C and then at 60 C for 12 days. Aqueous HCI (0.5 M, 30 mL) was added and mixture was extracted three times with EtOAc (3 x 30 mL). The organic phases was washing with brine ( 15 mL), dried over MgSO4, filtered and evaporated to dryness under reduced pressure. Freeze drying afforded the title compound as brown oil, which was used without further purification in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,74901-69-2, 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); A1;,
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Synthetic Route of 3435-29-8, Adding some certain compound to certain chemical reactions, such as: 3435-29-8, name is 4-Amino-6-phenylpyrimidine,molecular formula is C10H9N3, 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 3435-29-8.

Quinoline-4-carboxylic acid (36.4 mg, 0.226 mmol),3-chloro-5 – (methylthio) benzene amine (50.0 mg, 0.205 mmol) and POCl3 (34.6 mg, 0.226 mmol), pyridine (1 mL) was dissolved in, 80 was stirred for 1 hour dongan. When thin layer chromatography (TLC) check when, a new spot is confirmed, water was added to the reaction mixture, and extracted twice with dichloromethane. And the extracted organic layer was dried using magnesium sulfate, vacuum concentrated and, after the water was removed by filtration of the organic extract over MgSO4 and concentrated by silica gel preparative thin layer chromatography (preparative TLC, ethyl acetate / n- hexane = l / l ) to give to give the title compound (11%) of a white solid.

According to the analysis of related databases, 3435-29-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; JUNG, YOUNG SIK; KIM, PIL HO; HAN, SOO BONG; RAGHAVENDRA, ACHARY; KIM, MEE HYEIN; LEE, CHONG KYO; SHIN, JIN SOO; (131 pag.)KR2015/25531; (2015); A;,
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Adding a certain compound to certain chemical reactions, such as: 6299-25-8, 4,6-Dichloro-2-(methylthio)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, COA of Formula: C5H4Cl2N2S, blongs to pyrimidines compound. COA of Formula: C5H4Cl2N2S

Example 42a3-[6-chloro-2-(methylthio)pyrimidin-4-yl]-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine; A mixture of 4,6-dichloro-2-(methylthio)pyrimidine (0.558 g, 2.86 mmol), Example 1c (1 g, 2.60 mmol), 2M aqueous Cs2CO3 solution (1.30 mL, 2.60 mmol), 1,2-dimethoxyethane/dimethylfomamide (9/l, 12 mL), and tetrakis(triphenylphosphine)palladium (0.120 g, 0.104 mmol) was evacuated and purged with nitrogen. The mixture was heated at 80 C. under nitrogen for 30 minutes, then cooled to room temperature. Solids were collected by filtration, washed with hexanes, and dried under vacuum to give the title compound (606 mg, 56% yield).

The synthetic route of 6299-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2011/15173; (2011); 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 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2,4-Dichloropyrido[2,3-d]pyrimidine

Intermediate 8 (200 mg, 0.584 mmol) was dissolved in ethanol (10 mL), then 2,4-dichloropyrido[2,3-d]pyrimidine 24 (117 mg, 0.58 mmol) and triethylamine (177 mg,1.75 mmol) were added. The resulting mixture was stirred at 90C for 12 hours. The solvent was evaporated. This crude product was purified by column chromatography over silica gel (eluent: methanol ethyl acetate ll0). The resulting residue waslyophilized to yield a white solid (78.3 mg, 27%).

With the rapid development of chemical substances, we look forward to future research findings about 126728-20-9.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; TAHRI, Abdellah; VENDEVILLE, Sandrine, Marie, Helene; JONCKERS, Tim, Hugo, Maria; RABOISSON, Pierre, Jean-Marie, Bernard; DEMIN, Samuel, Dominique; HU, Lili; COOYMANS, Ludwig, Paul; (105 pag.)WO2016/91774; (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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,4,5-Trichloropyrimidine

2,4,5-trichioropyrimidine (16.7 g, 91.0 mmoi) was added to a tared, sealed fiask and weighed. The oii was dissoiyed in 54 mL THF and cooled to O C. lM aqueous NaOH solution (182 mL, 182 mmoi) was added dropwise via an addition funnel, keeping the reaction at O c. This was aliowed to warm to room temperature and concentrated to remoye THF. Additional water was added to maintain dissoiution. The pH was adjusted to 6 with a smali quantity of Hoi, and the aqueous was washed 3 times with ethyi acetate. The pH was then brought below 1 with more Hoi, and extracted six times with ethyi acetate. This iayer was washed with brine and dried oyer sodium suifate. Product solution was filtered, concentrated, and dried on the high yacuum to giye 14.1 g of 2,5-dichioropyrimidin-4-oi as an oil (96%).

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, 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; MCMURTRIE, Darren; KOLLURI, Rao; MASUDA, Esteban; TSO, Kin; ALVAREZ, Salvador; HECKRODT, Thilo; HOLLAND, Sacha; KELLEY, Ryan; DUNCTON, Matthew; SINGH, Rajinder; WO2014/89112; (2014); A1;,
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Related Products of 137281-08-4, 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 137281-08-4, name is N-(4-Oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 7-Iodo-N2-pivaloyl-7-deazaguanine 1a (0.0363 g, 0.101 mmol) and DMAP (0.0272 g, 0.223mmol) were dried by repeated co-evaporation with dry pyridine and dry toluene, and dissolved in dry DMF (0.50mL) under argon. DPC-Cl (0.0263 g, 0.114 mmol) was added, and the mixture was stirred for 24 h at 80 C. Themixture was then cooled to rt, poured into a saturated aqueous solution of NaHCO3 (15 mL), and extracted with CH2Cl2 (3 ¡Á 10 mL). The organic layers were combined, dried over Na2SO4, filtered, and concentrated underreduced pressure. The residue was then purified by column chromatography on silica gel (hexane/AcOEt = 2:1,v/v) to afford 2a (0.0432 g, 0.0777 mmol, 78%) as a pale yellow solid.

According to the analysis of related databases, 137281-08-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Oka, Natsuhisa; Nakano, Koki; Fukuta, Akane; Ando, Kaori; Tetrahedron Letters; vol. 61; 28; (2020);,
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Synthetic Route of 35265-83-9, 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. 35265-83-9, name is 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, molecular formula is C7H4Cl2N2S, 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.

Reference Example 23 4-Diallylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine In DMF was dissolved 1.50 g (6.8 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then 1.56 g (16.1 mmol) of diallylamine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0 C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane= 1:15) to give 1.17 g (yield: 61.1%) of the title compound. NMR (delta, CDCl3): 2.41 (3H, s), 4.38 (4H, d, J=5 Hz), 5.19-5.26 (4H, m), 5.87-6.00 (2H, m), 7.38 (1H, s)

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 35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
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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. 56843-79-9, name is 4-Chloro-2-methylthieno[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C7H5ClN2S

General procedure: Compounds 9-12 or 22-24 (1 equiv.) and corresponding chorides (1.2 equiv.) in AcOH/H2O:1/1 (20ml) were heated to 50C. When TLC analysis showed the complete conversion of the starting material, sodium hydroxide (2 equiv.) was added to the mixture. Then, the reaction mixture was extracted with ethyl acetate. After removal of the solvent, compounds 33-43 were purified by column chromatography and the corresponding compounds were obtained. Compounds 25-32 were 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, 56843-79-9, 4-Chloro-2-methylthieno[2,3-d]pyrimidine.

Reference:
Article; Zhi, Yanle; Li, Baoquan; Yao, Chao; Li, Hongmei; Chen, Puzhou; Bao, Jiyin; Qin, Tianren; Wang, Yue; Lu, Tao; Lu, Shuai; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 303 – 315;,
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Application of 42754-96-1, 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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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.

Compound IA (50mg, 0.27 mmol) and aniline (25 mul, 0.27 mmol) were stirred in 1 ml of dry dioxane overnight. The precipitation was filtrated and washed by dioxane (5 ml) to provide Compound 6A (20 mg, 31% yield) as a crude product which was used in the next reaction without further purification.

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 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/39359; (2008); A2;,
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Pyrimidine – Wikipedia

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.2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, molecular weight is 211.43, as common compound, the synthetic route is as follows.Application In Synthesis of 2,4-Dichloro-5-pyrimidinecarbonyl chloride

A solution of 2,4-dichloropyrimidine-5-carbonyl chloride (1.00 g, 4.76 mmol) in ethanol (6.0 mL) was added DIPEA (2.5 raL, 14,4 mmol) slowly at 0 C under nitrogen. After 30 mm, hex-5-yn-1-amine (0.476 g, 4.91 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 3.5 h, then was added dropwise to a solution of 6-azidohexan-1-amine (0.801 g, 5.64 mmol) in ethanol (4.0 mL) at 50 C After the reaction was complete (monitored by LCMS), the mixture was diluted with water (10 mL) and concentrated under a reduced pressure and filtered. The yellow solid was washed with water and dried under vacuum to be used in the next step without further purification (0.723 g, 39% over 3 steps).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHANG, Weihe; KIREEV, Dmitri; LIU, Jing; MCIVER, Andrew Louis; WO2014/85225; (2014); A1;,
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