Tag: M.W=300-400

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. 252723-17-4, name is 5-Bromo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C12H7BrClN3O2S, 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. Recommanded Product: 5-Bromo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine

C. Preparation of (S)-5-bromo-4-(3-methylpiperazin-1-yl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine. To a mixture of pyrrolopyrimidine from step B (76 mg, 0.2 mmol) and (S)-2-methylpiperazine (21 mg, 0.2 mmol) in isopropanol (2 ml) was added triethylamine (0.11 ml, 0.8 mmol). The mixture was heated at 80 C. for 5 mins via microwave and concentrated under vacuum to give crude (S)-5-bromo-4-(3-methylpiperazin-1-yl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (65 mg, 0.15 mmol, 75%) which was used directly for the next step. MS (ES+) [M+H]+=437.

With the rapid development of chemical substances, we look forward to future research findings about 252723-17-4.

Reference:
Patent; Harrison, Bryce Alden; Kimball, Spencer David; Mabon, Ross; Rawlins, David Brent; Rice, Dennis S.; Voronkov, Michael Victor; Zhang, Yulian; US2009/42893; (2009); A1;,
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Application of 153435-63-3, 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 153435-63-3, name is 2-(Tributylstannyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 5 N-[6-(2-tert-Butoxy-ethoxy)-5-(2-methoxy-phenoxy)-[2,2′]bipyrimidinyl-4-yl]-4-ethyl-benzenesulfonamide (14) [Show Image] A solution of 2-tributylstannanyl pyrimidine (212 mg, 0.57 mmol), 2-pyrimidin triflate intermediate (12) (300 mg, 0.44 mmol), and Pd(PPh3)4 (52 mg, 0.044 mmol) in dry dimethylacetamide (4.5 mL) was heated at 130C for 6 h. After being cooled to room temperature, the reaction was filtered through a plug of Celite, the filtrate was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with brine, solvent was removed and the residue was purified by silica gel chromatography furnishing the desired compound as a pale yellow solid (216 mg, 80 %). 1H-RMN (200 MHz, CDCl3) : 1.13 (s, 9H); 1.26 (s, 9H); 3.62 (m, 2H); 4.00 (s, 3H); 4.63 (m, 2H); 6.81-7.18 (m, 4H), 7.43 (m, 3H); 8.23 (d, J = 8.0 Hz, 2H); 9.01 (s, 2H) ppm.

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 153435-63-3, 2-(Tributylstannyl)pyrimidine.

Reference:
Patent; Laboratorios Lesvi, S.L.; EP2368884; (2011); A1;,
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Synthetic Route of 330786-24-8, 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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Step 1 To a solution of 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (300 mg, 1.0 mmole), triphenylphosphine (1.04 g, 3.96 mmole) and tert-butyl (2-hydroxyethyl)carbamate (238 mg, 1.5 mmoles) in THF (25 mL) was added DIAD (0.4 mL, 2 mmoles). The reaction was stirred for 5 hrs at room temperature and then water (30 mL) was added and extracted with ethyl acetate. The organic layers were combined, washed with aq. NaHCO3 and brine, then dried (Na2SO4), filtered and concentrated. The resulting tert-butyl (2-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)carbamate was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Principia Biopharma Inc.; Goldstein, David Michael; US8673925; (2014); B1;,
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Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 764659-72-5, name is (2R,5S)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 764659-72-5

To a 2.0 L capacity jacketed flask equipped with a mechanical stirrer, thermometer pocket, dipotassium hydrogen phosphate (147. lg) and water (330ml) was charged and stirred the reaction mixture for 15 minutes. To the reaction mixture then charged isopropyl alcohol (800ml) and further stirred for 15 minutes and cooled the reaction mixture to a temperature of 15C to 20C. Then charged FCME (lOOg) dissolved in isopropyl alcohol (100ml) to the reaction mixture and stirred at a temperature of 15C to 20C for 1 hour. A separately prepared solution of sodium borohydride (26g) dissolved in aqueous sodium hydroxide was added dropwise to the reaction mixture over the period of 1-1.5 hours. The reaction mixture further stirred for 4 – 5 hours and the two layers formed were separated. To the separated organic layer 20% (v/v) dilute hydrochloric acid (4.6ml) was added dropwise to adjust the pH to 8.0-8.5 and the reaction mixture was further stirred for 15 minutes. The reaction mixture was then distilled out and the aqueous solution obtained was extracted with toluene (200ml). The reaction mixture then treated with charcoal (5g) and filtered. The filtrate obtained was distilled out to obtain a liquid and diluted with isopropyl alcohol (200ml), distilled out the isopropyl alcohol. Diluted the reaction mixture again with isopropyl alcohol (200ml) and distilled out. The reaction mixture further diluted with isopropyl alcohol (400ml) and refluxed the reaction mixture to a temperature of 85C to 90C for 30 minutes to obtain the residue. Cooled the reaction mixture and filtered, the filtrate obtained was then distilled out to obtain the residue. Diluted the residue obtained with ethanol (100ml) and distilled out. The reaction mixture again diluted with ethanol (200ml) and heated at a temperature of 85C to 90C for 30 minutes and then cooled at a temperature of 10C to 15C to precipitate the product, emtricitabine. The resulting product was filtered and washed with ethanol. Dry the product under vacuum.Yield = 62%Assay = 98.7%Purity = 99.86%

The synthetic route of 764659-72-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMAL HEALTHCARE LIMITED; ROY, Mita; JAGTAP, Ashutosh; SHAH, Chirag; KUMBHAR, Ajay; HARIHARAN, Sivaramakrishnan; WO2012/131541; (2012); A1;,
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Reference of 934524-10-4, 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 934524-10-4 as follows.

Example 20 N4-(benzo[d]thiazol-6-yl)-N2-(1H-indazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine To a solution of 2,4-dichloro-7-tosyl-pyrrolo[2,3-d]pyrimidine (0.1 g, 0.28 mmol) in n-butyl alcohol (0.8 mL) was added 6-aminobenzothiazole (0.046 g, 0.31 mmol) and DIPEA (0.1 mL, 0.56 mmol) at room temperature. After heating at 90 C. for 3 h, the mixture was diluted with H2O, and the precipitates were collected by filtration to give N-(2-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzolthiazol-5-amine (0.19 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934524-10-4, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; US2009/54425; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 153435-63-3, 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. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, 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.

(D53) (2 g, 8 mmol) was dissolved dry DMF (15 ml), then CsF (16 mmol), CuI (1.6 mmol), [Ph3P]4Pd (0.8 mmol) and pyrimidine-2-tributylstannane (12 mmol; prepared according to Eur. J. Org. Chem. 2003, 1711-1721) were added. The mixture was warmed at 130 C. for 10 minutes (microwave), then poured in aqueous saturated solution of NH4Cl and extracted with AcOEt (3¡Á50 ml). The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; the crude mixture was purified by silica gel column chromatography (DCM to DCM/MeOH 9/1) to give 1.5 g of the title compound as white solid.MS (ESI) m/z: 249 [M+H]+. 1HNMR (CDCl3) 5 ppm=8.82 (d, 2H), 8.07 (d, 1H), 7.71 (d, 1H), 7.57 (dd, 1H), 7.27 (t, 1H), 3.80 (s, 3H).

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 153435-63-3, 2-(Tributylstannyl)pyrimidine.

Reference:
Patent; Stasi, Luigi Piero; Rovati, Lucio Claudio; Artusi, Roberto; Colace, Fabrizio; Mandelli, Stefano; Perugini, Lorenzo; US2014/357653; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1111638-74-4, name is 4-(3-Iodo-1H-pyrazol-4-yl)-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 1111638-74-4

A mixture of compound 4 (104.6 mg, 0.200 mmol), pyridine-3-boronic acid (52.1 mg, 0.424 mmol), Pd2(dba)3 (6.7 mg, 0.007 mmol), K3PO4 (198.2 mg, 0.934 mmol), H2O (0.5 mL), dioxane (0.5 mL), and 0.6 M tricyclohexylphosphine (20 muL,0.012 mmol) was refluxed under an argon atmosphere for 15 h. The reaction mixture was filtered, washed with EtOAc, and concentrated in vacuo. The residue was purified by column chromatography over silica gel (n-hexane-EtOAc) to give amixture of regioisomers 5a (40.2 mg, 43%) as a yellow oil. 1H-NMR (270 MHz, CDCl3, major peaks of regioisomers) delta: 8.86 (1H, d, J = 1.9 Hz), 8.62-8.64 (1H, m), 8.25 (1H, d,J = 5.4 Hz), 8.14 (1H, s), 7.88-7.91 (2H, m), 7.30-7.37 (2H, m), 7.10 (1H, s), 6.79-6.83 (2H, m), 6.56 (1H, d, J = 5.4 Hz), 5.51(2H, s), 3.80 (3H, s), 3.67-3.80 (2H, s), 0.91-1.01 (2H, m), 0.01 (9H, s). LC/MS (ESI): m/z 475 [M + H]+.

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, 1111638-74-4, 4-(3-Iodo-1H-pyrazol-4-yl)-2-(methylthio)pyrimidine.

Reference:
Article; Sekimata, Katsuhiko; Sato, Tomohiro; Sakai, Naoki; Watanabe, Hisami; Mishima-Tsumagari, Chiemi; Taguri, Tomonori; Matsumoto, Takehisa; Fujii, Yoshifumi; Handa, Noriko; Honma, Teruki; Tanaka, Akiko; Shirouzu, Mikako; Yokoyama, Shigeyuki; Miyazono, Kohei; Hashizume, Yoshinobu; Koyama, Hiroo; Chemical and Pharmaceutical Bulletin; vol. 67; 3; (2019); p. 224 – 235;,
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Adding a certain compound to certain chemical reactions, such as: 1316216-05-3, Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate, 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, Quality Control of Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate, blongs to pyrimidines compound. Quality Control of Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate

2N NaOH (200 ml) was added to a solution of compound 3 (3.0 g, 9.4 mmol) in EtOH (200 ml). The mixture was stirred at 60 C for 30min. After evaporation of the solvent, the solution was neutralized with 2N HCl to give a white precipitate. The suspension was extracted with EtOAc (2 chi 200 ml), and the organic layers were separated, washed with water (2 chi 100 ml), brine (2 chi 100 ml), and dried over Na2SO4. Removal of the solvent gave a brown solid (2.5 g, 92 %).

The synthetic route of 1316216-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.,; ACETYLON PHARMACEUTICALS, INC.,; WONG, Kwok-kin; LIU, Yan; ADEEGBE, Dennis, O.; QUAYLE, Steven, Norman; (97 pag.)WO2017/214565; (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. 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide. This compound has unique chemical properties. The synthetic route is as follows. Safety of (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide

Compound 33 (224 mg, 0.6 mmol), compound 5 (189 mg, 0.6 mmol) and ethylene glycol monomethyl ether (3 mL) were added to a 25 mL single-necked flask equipped with a magnetic stirring and a condensing tube, and the mixture was stirred and dissolved.A hydrogen chloride isopropanol solution (0.9 mmol, 0.18 mL, 5 M) was added dropwise, and the mixture was heated to 120 C under a nitrogen atmosphere and stirred overnight. Cool to room temperature and add water(10 mL) and saturated sodium bicarbonate (5 mL), dichloromethane (15 mL¡Á3),Dry over sodium sulfate, filter, concentrate, residue over silica gel220mg, the yield is 56.2%

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, 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Li Huanyin; (67 pag.)CN109369721; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 1202759-91-8, N4-(3-Aminophenyl)-5-fluoro-N2-(4-(2-methoxyethoxy)phenyl)pyrimidine-2,4-diamine, 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

In a 50 mL 3-neck RBF equipped with a magnetic stirrer, calcium chloride guard tube and thermo pocket was charged N4-(3-aminophenyl)-5-fluoro-N2-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine (0.40 g) in dry DCM (10 mL) and was cooled to -30 C. An acryloyl chloride solution in DCM (0.107 g in 5.0 mL DCM) was added slowly and the reaction mixture was stirred at -30 C. for approx. 40 minutes. The reaction was monitored on TLC using chloroform:methanol (9.6:0.4) as mobile phase. The reaction mixture was poured into water (100 mL) and basified using sodium bicarbonate. The reaction mixture was extracted with MDC (2*25 mL) and the combined organic layer was washed with 50 mL brine solution. The organic layer was dried over sodium sulfate and concentrated completely under reduce pressure at 40 C. Obtained solid was purified by triturating with diethyl ether (2*mL) and dried under vacuum to give 0.28 g N-(3-((5-fluoro-2-((4-(2-methoxyethoxyl)phenyl)amino)pyrimidin-4-yl)amino)phenyl)acrylamide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1202759-91-8, N4-(3-Aminophenyl)-5-fluoro-N2-(4-(2-methoxyethoxy)phenyl)pyrimidine-2,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; Celgene Avilomics Research, Inc.; Tester, Richland; Chaturvedi, Prasoon; Zhu, Zhendong; Surapaneni, Sekhar S.; Beebe, Lisa; US2015/174128; (2015); A1;,
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