Pyrimidines

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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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. 672-41-3

To a solution of 2-[6-(2-bromoacetyl)-5-ethylsulfonyl-3-pyridyl]-2-methyl-propanenitrile (275 mg, 0.766 mmol, 1.00 equiv.) in acetonitrile (8.0 mL) was added 6-(trifluoromethyl)pyrimidin-4-amine (142 mg, 0.842 mmol, 1.10 equiv.) [prepared as described in W02015/000715) at room temperature under argon atmosphere. The resulting mixture was heated to 90 C for 2 days. The reaction mixture wascooled down at room temperature and diluted with ethyl acetate and satuared ammonium chloride solution. The aqueous layer was separated and extracted twice with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified reverse phase HPLC to obtain the title compound. LCMS (method 2): 424 (M+H) retention time: 1.38 mm.

The chemical industry reduces the impact on the environment during synthesis 672-41-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; RENDLER, Sebastian; EDMUNDS, Andrew; MUEHLEBACH, Michel; EMERY, Daniel; RAWAL, Girish; SEN, Indira; SIKERVAR, Vikas; (105 pag.)WO2019/53182; (2019); A1;,
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302964-08-5, 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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. A new synthetic method of this compound is introduced below.

Example 14; Procedure for the Preparation of Dasatinib Form IA mixture of compound 1 (394.3 mg, 1 mmol), N-(2-hydroxyethyl)piperazine (260.4 mg, 2 mmol) and N-ethyldiisopropylamine (0.35 ml, 2 mmol) in pyridine (2 ml) was stirred at 100 C. for 2.5 h. Methyl isobutyl ketone (7 ml) was added to the stirred solution at the same temperature. The suspension was slowly cooled to room temperature. After 1 h the product was filtered off washed with methyl isobutyl ketone (2¡Á) and dried on the filter. Yield: 660 mg.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); A1;,
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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 65-71-4 as follows., 65-71-4

Thymine (T) was purchased from Sigma Aldrich and K2S2O8from SRL. All the solutions were prepared with water purified by Cascada Lab Water Systems and of resistivity 18.2M Omega cm. The sulfate radicals were produced by the UV-photolysis of peroxide asreported elsewhere [39]. The solution containing T (10-4 M) and K2S2O8 (10-3 M) was subjected to UV irradiation at a wavelength of 254 nm for about 2 min. The solution was then directly subjected to UPLC-ESI-CID analysis.

The chemical industry reduces the impact on the environment during synthesis 65-71-4, I believe this compound will play a more active role in future production and life.

Reference:
Article; Chandran, Jisha; Vishnu; Aravind, Usha K.; Aravindakumar; International Journal of Mass Spectrometry; vol. 443; (2019); p. 53 – 60;,
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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 147118-36-3 as follows., 147118-36-3

EXAMPLE 10 (DIRECT REACTION WITHOUT PHASE-TRANSFER CATALYST) N-[5-(Diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulphonamide 2.03 g (5.69 mmol) of [4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]methanol was initially charged in 13 g of toluene and, with ice-bath cooling, admixed with 1.69 g (7.60 mmol) of chlorodiphenylphosphine in 1.9 g of toluene. The mixture was heated at 109 C. for 2.5 h. After cooling to room temperature, the mixture was admixed with 1.09 g (8.74 mmol) of a 45 percent strength potassium hydroxide solution and stirred vigorously at 60 C. for 2 h, 45 min. 30 ml of water was added to the warm reaction mixture. The mixture was briefly stirred at 60 C. and slowly cooled to 4 C., and the precipitated solid was filtered off. The product was washed with cold water (10 ml) and cold toluene (10 ml) and dried under reduced pressure at 40 C. 2.44 g (76.8 percent; content: 99.1 percent) of N-[5-(diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide was isolated in the form of a colorless solid.

The chemical industry reduces the impact on the environment during synthesis 147118-36-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Lonza AG; US6160115; (2000); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5750-76-5, 2,4,5-Trichloropyrimidine, 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, 5750-76-5, blongs to pyrimidines compound. 5750-76-5

(0225) To a solution of 27-4 in DMF at 0 C was added 60% NaH (2.6 g, 66.8 mmol). After stirring at 0 C for 1 h, a solution of 2,4,5-trichloro-pyrimidine (1.91 mL g, 16.7 mmol) in DMF (20 mL) was added dropwise. After stirring at 0 C for 3 hr, the reaction mixture was quenched with a saturated aqueous solution of NH4Cl. The reaction mixture was partitioned between EtOAc (200 mL) and water (200 mL). The organic layer was washed with water (3 ¡Á 50 mL), brine (1 ¡Á 50 mL), dried (MgSO4), filtered, and concentrated to give the crude compound which was purified by silica gel chromatography (20% EtOAc in hexanes) to provide 27-5. MS (ESI): mass calculated for C13H13Cl2N3O2S, 346.2; m/z found 346.1 [M]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5750-76-5, its application will become more common.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; HANSEN, Stig; ERLANSON, Dan; CANCILLA, Mark; EP2257637; (2015); B1;,
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Pyrimidine – Wikipedia

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 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 90213-66-4

Intermediate 46; 2,4-Dichloro-7-methyl-7H-pyrrolor2,3-d1pyrimidine 103496-1P2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine (2370 mg, 12.61 mmol) was dissolved in acetonitrile (8320 mul) and sodium hydride (529 mg, 13.24 mmol) was added portion- wise. The reaction mixture was stirred at room temperature for 30 minutes until gas evolution ceased. Methyl iodide (867 mul, 13.87 mmol) was added and the resulting mixture was stirred for 30 minutes. The reaction mixture was then poured into water and extracted with DCM/MeOEta. Concentration of the organic layers under reduced pressure provided a residue, which was purified utilizing ISCO (0%-? 100% DCM/EtOAc) to afford the title product (2. Ig). LCMS: 204 [M+Eta]+.

Statistics shows that 90213-66-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
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147118-36-3, 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. 147118-36-3, name is 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol, molecular formula is C16H20FN3O3S, 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.

EXAMPLE 9 (DIRECT REACTION) N-[5-(Diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulphonamide A suspension of 9.29 g (26.3 mmol) of [4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]methanol in 26 g of toluene was, with ice-bath cooling, admixed with 7.64 g (34.4 mmol) of chlorodiphenylphosphine. After rinsing with a little toluene, the mixture was heated at 111 C. for 2 h. After cooling to room temperature, 4.94 g of a 45 percent strength potassium hydroxide solution and 873 mg (2.71 mmol) of tetrabutylammonium bromide were added, and the mixture was stirred vigorously at 60 C. for 1 h. 100 ml of water was added to the warm reaction mixture. The mixture was briefly stirred at 60 C. and slowly cooled to 4 C., and the precipitated solid was filtered off. The product was washed with cold water (30 ml) and cold toluene (30 ml) and dried under reduced pressure at 40 C. 11.74 g (78.4 percent; content: 94.4 percent) of N-[5-(diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide was isolated in the form of a colorless solid.

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. 147118-36-3, 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lonza AG; US6160115; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

289042-12-2, Adding a certain compound to certain chemical reactions, such as: 289042-12-2, tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, 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, 289042-12-2, blongs to pyrimidines compound.

BEM (20.0g) was dissolved in acetonitrile (140ml) at 40C, then cooled to 35C beforegradual addition of hydrochloric acid (0.02M, 35ml) at 35C. The resulting solution wasstirred at 35C until the reaction was complete then cooled to 25C. Sodium hydroxide(l.OM, 38ml) was added at 25C and the resulting mixture stirred at this temperature until thereaction was complete. Aqueous hydrochloric acid (1M) was added to adjust the pH of thesolution to pH9. The solution was distilled under reduced pressure (52mBar, <40C) untilapproximately 100ml of acetonitrile/water had been removed. Water (100ml) was added anddistillation continued until a further 100ml of acetonitrile/water had been removed. Theresulting mixture was filtered through a filter pad, the filter washed with water (30ml) and thefiltrates heated to 40C before addition of a solution of calcium chloride dihydrate (3.07g) inwater (29.5ml) over 20min, maintaining the reaction mixture at 38-41C.The reaction mixture was stirred for a further ISmin at 40C, then cooled to 20C and stirredat this temperature for a further 15min. The resulting suspension was filtered, washed withwater (3 x 50ml) and dried to give (?')-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3/?,55')-3,5-dihydroxyhept-6-enoic acidcalcium salt (15.8g, 84% yield). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,289042-12-2, its application will become more common. Reference:
Patent; ASTRAZENECA UK LIMITED; WO2004/108691; (2004); A1;,
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Pyrimidine – Wikipedia

1004-38-2, 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. 1004-38-2, name is 2,4,6-Triaminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 2,4,6-triaminopyrimidine 1 (1.0 mmol), 3-(2-cyanoacetyl)indole 2 (1.0 mmol), appropriate aromatic aldehyde (1.0 mmol) and indium chloride (0.05 mmol) in ethanol (5.0 mL) were subjected to microwave irradiation for 10 min at 120 C. After completion of the reaction (monitored by TLC using a dichloromethane-ethanol (9:1) mixture as the mobile phase), the reaction mixture was cooled and filtered. The solid product obtained was initially washed with ethanol, and finally recrystallized from ethanol.

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, 1004-38-2, 2,4,6-Triaminopyrimidine.

Reference:
Article; Enriz, Ricardo D.; Tosso, Rodrigo D.; Andujar, Sebastian A.; Cabedo, Nuria; Cortes, Diego; Nogueras, Manuel; Cobo, Justo; Vargas, Didier F.; Trilleras, Jorge; Tetrahedron; vol. 74; 49; (2018); p. 7047 – 7057;,
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Pyrimidine – Wikipedia

32779-36-5, Adding a certain compound to certain chemical reactions, such as: 32779-36-5, 5-Bromo-2-chloropyrimidine, 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, 32779-36-5, blongs to pyrimidines compound.

Intermediate 191 ,1 -dimethylethyl 4-(5-brom -2-pyrimidinyl)-1 -piperazinecarboxylateIn a microwave vial were mixed: 1 ,1 -dimethylethyl 1 -piperazinecarboxylate (1 10 mg, 0.589 mmol, available from Fluka), 5-bromo-2-chloropyrimidine (95 mg, 0.491 mmol, available from Lancaster) and DIPEA (0.1 12 mL, 0.638 mmol) in tert-butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 150C for 0.5 hr. The reaction mixture was partitioned between EtOAc (20mL) and water (20mL) and the organic layer washed with brine (20mL) before being dried through an hydrophobic frit and concentrated to yield the desired product (162.3 mg)LCMS (Method C): Rt = 1.26, MH+ = 343

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32779-36-5, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
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