Pyrimidines

Reference of 4595-59-9, 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 4595-59-9, name is 5-Bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

In an autoclave, 1 equiv. of aryl halide or heteroaryl halide, 2 equiv. of 1-alkylimidazole, 0.1 equiv. of CuI, 0.2 equiv. of dried K4[Fe(CN)6] (potassium hexacyanoferrate(II)), tetradecane as an internal standard for the GC analysis and a suitable amount of toluene were combined under argon and heated to 160 C. (The K4[Fe(CN)6] was dried by heating powdered K4[Fe(CN)6]x3H2O in a vacuum of 1 mbar to 80 C. for at least 24 hours.) After 16 hours, the reaction mixture was cooled to room temperature. Conversion and yield were determinable by means of gas chromatography. An isolation of the product took place according to the customary workup (distillation, crystallization or chromatography).

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 4595-59-9, 5-Bromopyrimidine.

Reference:
Patent; Muller, Nikolaus; Magerlein, Wolfgang; Beller, Matthias; Schareina, Thomas; Zapf, Alexander; US2009/62541; (2009); A1;,
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Reference of 2915-16-4, Adding some certain compound to certain chemical reactions, such as: 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine,molecular formula is C16H11ClN2, 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 2915-16-4.

Inthe nitrogen ambient, after the compound 1-3 20 g (46.5 mmol) was melted in thetetrakis tetrahydrofuran (THF) 0.2 L here 2- chloro- 4,6- diphenylpyrimidine (2-chloro-4,6-diphenylpyrimidine)12.4 g (46.5 mmol) and tetrakis (triphenylphosphine) palladium(tetrakis(triphenylphosphine)palladium) 0.54 g (0.47 mmol) were put and itmixed. The saturated potassium carbonate 16.1 g (116 mmol) was put in water andit heated up in 80 for 15 hours and it refluxed.After water was put in into the reaction solution after the reaction completionand it extractedin the dichloromethane (DCM) moisture was removed to the anhydrous MgSO4 itfiltered and it was concentrated under reduced pressure. The residue obtainedin this way was refined to the flash column chromatography after dividing andthe compound A -14 20.4 g (82 %) was obtained.

According to the analysis of related databases, 2915-16-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cheil Industries Co., Ltd.; Oh, Jae Jin; Kang, Gi Wook; Kang, Uii Soo; Kim, Yun Hwan; Kim, Hun; Yang, Yong Tak; Yu, Uhn Sun; Lee, Nam Hun; Lee, Han Ir; Jo, Pyung Suk; (66 pag.)KR2015/28579; (2015); A;,
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Application of 335654-06-3, 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 335654-06-3, name is 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 266A in 10 mL of NH3 (7N in MeOH) was heated at 130 C in sealed tube overnight. The reaction was monitored by LC/Mass until completion. Remove the solvent and used as crude. MS (m/z) 135 [M+H]+.

According to the analysis of related databases, 335654-06-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.; BONDY, Steven S.; CANNIZZARO, Carina E.; CHOU, Chien-hung; HALCOMB, Randall L.; HU, Yunfeng Eric; LINK, John O.; LIU, Qi; SCHROEDER, Scott D.; TSE, Winston C.; ZHANG, Jennifer R.; WO2013/6738; (2013); A1;,
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Electric Literature of 3435-25-4 ,Some common heterocyclic compound, 3435-25-4, molecular formula is C5H5ClN2, 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 4-chloro-6-methylpyrimidine (1 g, 7.77 mmol) in 1, 4- dioxane (30 mL) under argon atmosphere were added diisopropyl ethyl amine (1.35 g, 10.50 mmol) and tert-butyl piperidin-4-ylcarbamate (1.7 g, 8.55 mmol) at RT. The reaction mixture was stirred at 150 C for 3 h. After consumption of the starting material (monitored by TLC), the reaction was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 5% MeOH:DCM to afford tert-butyl (1 -(6-methylpyrimidin-4-yl) piperidin-4-yl) carbamate (1.75 g, 77%) as an off-white solid. ?H-NMR (DMSO-d6, 400 MHz): oe 8.34 (s, 1H), 6.69 (s, 1H),4.28-4.24 (m, 2H), 3.54-3.52 (m, 1H), 3.00-2.93 (m, 2H), 2.23 (s, 3H), 1.77-1.75 (m, 2H),1.38 (s, 9H), 1.30-1.22 (m, 3H); LC-MS: 293.3 (M+1); (column; X-Bridge C-18 (50 x 3.0 mm, 3.5 .im); RT 3.32 mm. 5 mM NH4OAc: ACN; 0.80 mL/min); TLC: 50% EtOAc:hexanes (R1: 0.2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3435-25-4, its application will become more common.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66696; (2015); A1;,
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Electric Literature of 1193-24-4 , The common heterocyclic compound, 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, 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.

General procedure: According to the conventional manufacturing method of the present inventors [16], under the condition containing two equivalents of triethylamine in dichloromethane at 25 , 4,6- dihydroxy-pyrimidine with 2 equivalents of Compound 2 by acylating a new and compounds 4, 6-pyrimidyl di (2-halo-benzoate) (compound 3) is prepared. After evaporation of dichloromethane, the mixture is dissolved in anhydrous THF, to remove the triethylamine hydrochloride by filtration. The concentrated residue was purified by short length silica gel (Davisil, pH = 7) was purified by column chromatography, or the Compound 3 is prepared by purification was recrystallized with 75% EtOAc / n- hexane

The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Duksung Women’s University Academic Cooperation; Lee, Jae In; Song, Yun jU; Choe, Jin Son; (12 pag.)KR2015/106483; (2015); A;,
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Related Products of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

Potassium carbonate (2.26 g, 16.4 mmol) and 2,4,5-trichloropyrimidine (1.5 g, 8.19 mmol) were added to a solution of 3-nitrophenol (1.2 g, 8.19 mmol) in N,N-dimethylformamide (20 mL). The reaction mixture was heated to 60 C. for 2 hours and after cooling was filtered and the filtrate was dilute with ethyl acetate (3*500 mL) and washed with water (20 mL) three times. The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo to afford 2.0 g (yield 87%) of a light yellow solid. 1H NMR 400 MHz (DMSO-d6) delta 8.88 (s, 1H), 8.30 (d, J=2 Hz, 1H), 8.29-8.21 (m, 1H), 7.85-7.81 (m, 2H); LCMS m/e: 286 [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; Sabila Biosciences LLC; MANSOUR, Tarek Suhayl; (66 pag.)US2018/208564; (2018); A1;,
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Synthetic Route of 355806-00-7, 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.355806-00-7, name is (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester, molecular formula is C26H36FN3O6S, molecular weight is 537.64, as common compound, the synthetic route is as follows.

B . 7- [4-(4-fluorophenyl)-6-isopropyl-2-(memanesulfonyl-methyl- amino)-pyrimidin-5-yl]- (S^SSydihydroxy-hept-delta-enoic acid zinc salt (2:1)7.54 g (13.96 mmol) of 7-[4-(4-fluorophenyl)-6-isopropyl-2- (methanesulfonyl-methyl-amino)-pyrimidin-5-yl]-(3i?,55)-dihydroxy- hept-6-enoic acid tert-butylester [compound of the general Formula (III), wherein the meaning of T is hydroxy, R is hydrogen, Q is t-butyl group] obtained in the previous stage are dissolved in 80 ml of ethanol and into this solution 6.98 ml of 2.5 M (17.44 mmol) of sodium hydroxide solution are added dropwise in 20 minutes. Subsequently the reaction mixture is stirred at the temperature of 60 C for 60 minutes. Subsequently the reaction mixture is cooled by using an ice- water mixture to a temperature between 0 and 10 C and at the same temperature, 5.80 ml (17.44 mmol) of 3.0 M hydrochloric acid solution are added thereto dropwise and the stirring is continued for a further 10 minutes. The reaction mixture is evaporated and the residue is extracted with 80 ml of water and 80 ml of ethylacetate.

Statistics shows that 355806-00-7 is playing an increasingly important role. we look forward to future research findings about (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester.

Reference:
Patent; EGIS GYOGYSZERGYAR NYILVANOSAN MUeKOeDOe RESZVENYTARSASAG; WO2009/47577; (2009); A1;,
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Electric Literature of 1820-81-1 ,Some common heterocyclic compound, 1820-81-1, molecular formula is C4H3ClN2O2, 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.

Method 19 2,4,5-Trichloropyrimidine 5-Chlorouracil (10.0 g, 68.5 mmol) was dissolved in phosphorus oxychloride (60 ml) and phosphorus pentachloride (16.0 g, 77 mmol) was added. The reaction mixture was then stirred at reflux (110 C.) for 16 hrs then allowed to cool to 20 C. The reaction mixture was then poured slowly and carefully into water (200 ml) at 25 C. with vigorous stirring. Then stirred well for 90 minutes before addition of EtOAc (250 ml). Organic layer separated off and aqueous layer re-extracted into EtOAc (250 ml). The organic layers were then combined and washed with sodium bicarbonate (200 ml aqueous solution), brine (200 ml) and then evaporated to a yellow liquid. The crude material was purified by column chromatography eluding with dichloromethane to afford the product as a yellow liquid (6.37 g, 51%). NMR (CDCl3): 8.62 (s, 1H); MS (M+): 182, 184,186.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1820-81-1, its application will become more common.

Reference:
Patent; Pease, Elizabeth Janet; Breault, Gloria Anne; Morris, Jeffrey James; US2003/149064; (2003); 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. 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine, molecular formula is C7H12N2, 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. Safety of 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine

Under carbon dioxide atmosphere, 0.2 mmol of 1,3-butadiyne 1b, 0.2 mmol of cesium carbonate, 0.6 mmol of DBN, 20mul of water, and 2 mL of acetonitrile were successively added to a Schlenk reaction tube, and the mixture was heated at 70 C in IKA and stirred for 24 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, and the reaction solution was transferred with 20 mL of ethyl acetate. The reaction mixture was evaporated under reduced pressure and subjected to column chromatography to give the desired product 3b (63%).

With the rapid development of chemical substances, we look forward to future research findings about 3001-72-7.

Reference:
Patent; Henan Normal University; Liu Jianming; Yue Yuanyuan; Yan Xuyang; Zhao Shufang; (11 pag.)CN107954979; (2018); A;,
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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. 123148-78-7, name is 4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 123148-78-7

DMF (66mL) was added to a mixture of compound 12 1 (2.00g, 7.15mmol) and 59 sodium hydride (243mg, 10.1mmol) under nitrogen atmosphere. The reaction mixture was cooled to 0C and stirred for 30min. 60 2-(Trimethylsilyl)-ethoxymethyl chloride (1.70mL, 9.58mmol) was added dropwise over 45min and stirred at 22C for 1.5h. 61 Water (150mL) and 62 EtOAc (150mL) was added to the reaction mixture, the phases were separated, and the water phase was extracted with more EtOAc (2¡Á150mL). The combined organic phases were dried over Na2SO4, filtered, and concentrated in vacuo. The product was purified by silica-gel column chromatography (n-pentane/EtOAc, 1/1, Rf=0.78) to give 2.74g (10.0mmol, 86%) of a pale yellow 63 powder; mp. 98-104C; 1H NMR (400MHz, DMSO-d6): 8.69 (s, 1H), 8.13 (s, 1H), 5.60 (s, 2H), 3.51 (t, J=8.1, 2H), 0.82 (t, J=8.1, 2H),-0.10 (s, 9H). The spectroscopic data corresponded with that reported previously [40].

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, 123148-78-7, 4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Article; Reiers¡ãlmoen, Ann Christin; Han, Jin; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 562 – 578;,
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