Pyrimidines

Reference of 26452-81-3, 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 26452-81-3 as follows.

A mixture of methyl 3-ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate (10520 mg, 30 mmol), 4-chloro-6-methoxypyrimidine (4645 mg, 31.5 mmol), Pd(dppf)Cl2-DCM (2449 mg, 3 mmol) and potassium phosphate tribasic monohydrate (20719 mg, 90 mmol) in water (4 mL) and DMF (150 mL) is degassed for 20 min under a nitrogen stream, then stirred at RT for 1 h 15. The RM is filtered through celite, the filtrate is concentrated under vacuum, the residue is partitioned between water and EtOAc. The organic layer is further washed with brine, dried over MgS04, filtered and concentrated. Purification by FC (heptane/EtOAc, from 1 :0 to 0:1) afforded the title compound as a yellow solid (7.87 g, 89percent). LC-MS A: tR = 0.93 min; [M+H]+ = 295.18.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26452-81-3, its application will become more common.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; BOSS, Christoph; CORMINBOEUF, Olivier; FRETZ, Heinz; LYOTHIER, Isabelle; POZZI, Davide; RICHARD-BILDSTEIN, Sylvia; SIENDT, Herve; SIFFERLEN, Thierry; (223 pag.)WO2018/210994; (2018); A1;,
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Pyrimidine – Wikipedia

Application of 304693-64-9, 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. 304693-64-9, name is Ethyl 2-(trifluoromethyl)pyrimidine-5-carboxylate, molecular formula is C8H7F3N2O2, 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.

Intermediate B4-2-Trifluoromethyl-5-formylpyrimidine To a solution of ethyl 2-trifluoromethylpyrimidine-5-carboxylate (5.17 g) in toluene (120 ml) cooled in dry ice/acetone was added a solution of diisobutylaluminium hydride (25 wt %, 31 ml) over 15 min.The mixture was stirred at -78 C. for 45 min, then dilute HCl (2M, 120 ml) was added cautiously.After allowing the mixture to warm to room temperature diethyl ether was added.The organic phase was separated, washed with water, then brine, dried (MgSO4) and evaporated to give the title compound as a colourless solid (3.46 g, 84%).1H-NMR (CDCl3) delta 10.29 (1H, s), 9.37 (2H, s); 13C-NMR (CDCl3) delta 187.7, 159.6 (q, J=38 Hz), 159.1 (2C) 129.6, 119.2 (q, J=276 Hz).

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 304693-64-9, Ethyl 2-(trifluoromethyl)pyrimidine-5-carboxylate.

Reference:
Patent; SmithKline Beecham p.l.c.; US2004/167142; (2004); A1;,
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Pyrimidine – Wikipedia

Related Products of 947533-45-1, 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 947533-45-1, name is 2-bromo-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

3-Methyl-1 ,3-butanediol (180 mg is stirred in 5 mL of Nu,Nu-dimethylformamide at 0 C, sodium hydride (6 mg of a 60% mineral oil suspension) is added and the reaction mixture is stirred for 2 h, then it is added dropwise to a solution of 2-bromo-4-fluoro- pyrimidine (300 mg) in 5 mL of N,N- dimethylformamide and the reaction mixture stirred at 0 C for 2 h again. The solvent is removed and the residue is purified by flash chromatography (hexane/ethyl acetate 90:10?70:30) to g i ve th e t it l e compound. Yield: 20 mg.

According to the analysis of related databases, 947533-45-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144098; (2013); A1;,
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Application of 146533-41-7, 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. 146533-41-7, name is 5-(4-Bromophenyl)-4,6-dichloropyrimidine. A new synthetic method of this compound is introduced below.

A solution of 5-(4-bromophenyl)-4,6-dichloro-pyrimidine (4.0O g, 13.2 mmol) and benzylsulfamide potassium salt (7.38 g, 32.9 mmol) in DMSO (30 mL) was stirred at rt for 24 h before being diluted with a 10% aq. citric acid solution (200 mL). The suspension that formed was filtered. The collected solid was washed well with water and dried under HV at 400C for 48 h to give the expected product as a white powder (6.15 g). 1H NMR (CDCl3): delta 4.23 (d, J = 5.9 Hz, 2H); 5.94 (t br., J = 6 Hz, IH); 7.05 (d, J = 8.2 Hz, 2H); 7.20-7.35 (m, 5H); 7.68 (d, J = 8.2 Hz, 2H); 8.61 (s, IH). LC-MS: tR = 1.02 min, [M+H]+ = 452.95.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,146533-41-7, 5-(4-Bromophenyl)-4,6-dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/24906; (2009); A1;,
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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.130838-36-7, name is 2,6-Dichloropyrimidine-4,5-diamine, molecular formula is C4H4Cl2N4, molecular weight is 179.0074, as common compound, the synthetic route is as follows.Quality Control of 2,6-Dichloropyrimidine-4,5-diamine

A suspension of 2,6-dichloropyrimidine-4,5-diamine (16b) (4.4 g, 24.58 mmol) in water (47 ml) was heated and the solid was dissolved. The solution was cooled to 0 C and acetic acid (94 ml) was added, followed by addition of a solution of sodium nitrite (3.05 g, 44.3 mmol) in water (47 mL) during a period of 15 mm. The reaction mixture was stirred at 0 C for another 20 mm and then was extracted with EtOAc. The organics were neutralized, dried and concentrated, the crude product was purified by column chromatography (petroleum ether/ethyl acetate: from 3:1 to 2:1) to provide the title compound (16c) (3.4 g, 72.8%) as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,130838-36-7, 2,6-Dichloropyrimidine-4,5-diamine, and friends who are interested can also refer to it.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; JACKSON, Erica L.; SUN, Daqing; YE, Qiuping; MOORE, Jared; ZAVOROTINSKAYA, Tatiana; (262 pag.)WO2019/90111; (2019); A1;,
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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. 69034-08-8, name is 5-(Trifluoromethyl)pyrimidin-2-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. HPLC of Formula: C5H4F3N3

To a stirred solution of the mixture A37 and A38(3, 4.5 g, l9.4mmol) in methanol(100 mL) was added drop wise H2S04(10 mL) and the reaction mixture was stirred at 80 C temperature for l6h. After completion of reaction organic solvent was evaporated and the aqueous layer was basified with Sat.NaHCCL up to pH 8 to 9 and aqueous layer was extracted with 10% MeOH in DCM and then concentrated under reduced pressure. The obtained crude was purified by column chromatography using 10% methanol in dichloromethane as eluent to afford methyl 6-(trifluoromethyl)imidazo[l,2- a]pyrimidine-2-carboxylate 1-57 and 1-58 as pink solid Yield: 0.5 g,(10%). LC-MS m/z : 245.97[M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 69034-08-8.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VADIVELU, Saravanan; RAJAGOPAL, Sridharan; BURRI, Raghunadha Reddy; GARAPATY, Shivani; SIVANANDHAN, Dhanalakshmi; THAKUR, Manish Kumar; NATARAJAN, Tamizharasan; SWAMY, Indu N; NAGARAJU, Nagendra; KANAGARAJ, Subramaniam; MOHD, Zainuddin; SARKAR, Sayantani; SAMANTA, Swapan Kumar; ., Hariprakash; (284 pag.)WO2019/102494; (2019); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 14331-54-5, Adding some certain compound to certain chemical reactions, such as: 14331-54-5, name is 2,4-Dimethylpyrimidine,molecular formula is C6H8N2, 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 14331-54-5.

General procedure: Irradiation procedure. The dimethylpyrazine or dimethylpyrimidine was placed in a Pyrex tube, attached to the vacuum line, and subjected to three freeze-thaw cycles. The remaining material was then allowed to vaporize into a quartz reaction flask (3 L) that had been evacuated overnight. The resulting pressure in the reaction flask ranged from 1.0 to 1.5 Torr. The flask was irradiated for 5 min. in a Rayonet reaction equipped with either 2, 4,6, 8, or 10 low-pressure 2537 A Hg lamps.

According to the analysis of related databases, 14331-54-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pavlik, James W.; Vongakorn, Tharinee; Kebede, Naod; Arkivoc; vol. 2017; 5; (2017); p. 216 – 228;,
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Electric Literature of 39906-04-2, 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 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 5-amino-4,6-dichloro-2-methyl-pyrimidine (5.6mmol) in acetonitrile (20mL), Cs2CO3 (11.2mmol) and the suitable arylisothiocyanate (5.6mmol) were added. The suspension was stirred at 50C until disappearance (5-30h) of the starting materials (TLC monitoring: eluting system ciclohexane/ethyl acetate 7:3). Then, another 50mL of acetonitrile was added and the suspension was heated at 50C and filtered while hot. The filtrate, after the addition of 5g of silica gel (70-230 mesh), was stirred at room temperature for 20min and filtered. The solvent was removed in vacuum, and the residue was collected and recrystallized.

According to the analysis of related databases, 39906-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Varano, Flavia; Catarzi, Daniela; Squarcialupi, Lucia; Betti, Marco; Vincenzi, Fabrizio; Ravani, Annalisa; Varani, Katia; Dal Ben, Diego; Thomas, Ajiroghene; Volpini, Rosaria; Colotta, Vittoria; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 105 – 121;,
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Pyrimidine – Wikipedia

Application of 330786-24-8, 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 330786-24-8 as follows.

Under nitrogen protection, Ph3P (29.2g, 112mmol), (3S)-hydroxy-1-tert-butoxycarbonylpiperidine (18.0g, 89.3mmol) was dissolved in 150ml of tetrahydrofuran, cooled to 0 C, the control temperature did not exceed A solution of DIAD (25.3 g, 125 mmol) in tetrahydrofuran (40 ml) was added at 5 C over 20-30 min. Then at 0~5CA solution of 4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidine (28.4 g, 93.8 mmol) in tetrahydrofuran (150 ml) was added, Stir at room temperature for 5 h. Add 3.2 ml of water, then add zinc chloride (18.2 g, 134 mmol), stir to warm to 30-40 C for 2.5 h, cool to 0 C ~ 5, filter, and wash with tetrahydrofuran (50 ml ¡Á 2), remove the solvent by rotary evaporation The residual oil was slurried with ethyl acetate (300 ml), hexane (50 ml) was added, filtered, and the residue was washed with ethyl acetate (30 ml ¡Á 2), and the filtrate was water (100ml ¡Á 2), saturated brine (150ml) The organic layer was washed with anhydrous sodium sulfate, and the solvent was evaporated to remove the solvent. The residue was purified by the solvent. The content of Ph3PO was 3.81% (Comparative MgCl2: 32.4% by weight), and isopropanol (40 ml) was added to the residue to warm. Stirring at 50-60 C, cooling the crystals, filtering a small amount of cold isopropanol washing, product: 31.5 g (yield 80.2%), Ph3PO content: 0.28% (compared with MgCl 2 method: yield 85.2%; Ph3PO content: 14 wt%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,330786-24-8, its application will become more common.

Reference:
Patent; Fujian Microbiology Institute; Zhao Xueqing; Cheng Jiawei; Lin Yanqin; Fan Lin; Chen Zhong; Xu Minhua; Yi Mingyan; (8 pag.)CN109232581; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
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.16462-27-4, name is 2,4-Diaminopyrimidine-5-carbonitrile, molecular formula is C5H5N5, molecular weight is 135.13, as common compound, the synthetic route is as follows.Recommanded Product: 16462-27-4

General procedure: A solution of 4-amino-2-methylpyrimidine-5-carbonitrile 1a (3.04g, 30mmol) and raney nickel (3.0g) in formic acid (20mL) was stirred at 80C for 4h. After this, the reaction mixture was filtered and washed with 10mL formic acid. The filtrate and washings were collected together and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel and eluted with ethyl acetate/petroleum ether (1:1, v/v) to give white solid 2a, which was used directly for the next step. Under this same condition, the intermediate compounds 2a and 2c were also prepared.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16462-27-4, 2,4-Diaminopyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
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Pyrimidine – Wikipedia