Pyrimidines

Synthetic Route of 696-07-1, 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 696-07-1 as follows.

Step 1 . Preparation of 1 -benzhydryl-5-iodo-pyrimidine-2,4-dione 5-lodouracil (0.10 g, 0.42 mmol) was suspended in dry MeCN (2.1 mL) and Nu, Omicron- bis(trimethylsilyl)acetamide (0.25 mL, 1 .05 mmol) was added under nitrogen atmosphere. When the reaction mixture turned clear, bromodiphenyl methane (0.15 g, 0.63 mmol) and a catalytic amount of l2 were added and the reaction mixture was heated at 84 C for 4 hrs. After cooling to room temperature, the mixture was concentrated under reduced pressure, diluted with EtOAc and washed with water. The aqueous phase was extracted with EtOAc (3 x 15 mL), the combined organic layers were washed with brine, dried over Na2SO4 and the solvent was removed under reduced pressure. The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 60:40) to afford the title compound (0.15 g, 87%) as white solid. 1H NMR (400 MHz, CDCI3): delta 7.02 (s, 1 H), 7.14-7.18 (m, 4H), 7.38-7.45 (m, 6H), 7.46 (s, 1 H), 8.58 (s, 1 H). MS (ESI) m/z: 405 [M-H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,696-07-1, its application will become more common.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; REALINI, Natalia; MOR, Marco; PAGLIUCA, Chiara; PIZZIRANI, Daniela; SCARPELLI, Rita; BANDIERA, Tiziano; WO2013/178576; (2013); 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. 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H5ClN2O

Preparation 18 2-(4-Chlorophenyl)-5-methoxypyrimidine 4-Chlorobenzeneboronic acid (7.25 g, 46.35 mmol) was added to a stirred solution of 2-chloro-5-methoxypyrimidine (6.70 g, 46.35 mmol) in 1,4-dioxane (66 mL) and water (33 mL). Potassium carbonate (6.41 g, 46.35 mmol) and tetrakis(triphenylphosphine) palladium(0) (2.68 g, 46.35 mmol) were added and the resulting mixture was stirred at 100° C. for 50 minutes. The mixture was partitioned between diethyl ether (350 mL) and aqueous sodium hydroxide solution (1M, 200 mL). The aqueous layer was re-extracted with diethyl ether (2*100 mL). The combined organic extracts were dried over sodium sulphate, filtered through a plug of silica and concentrated under reduced pressure to afford the title compound, after trituration with diethyl ether (100 mL), as a white solid in 39.6percent yield, 4.05 g. LRMS ES m/z 221 [MH]+

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, 22536-65-8, 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; Pfizer Inc; US2008/280877; (2008); A1;,
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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.120747-84-4, name is 2-Aminopyrimidine-5-carbaldehyde, molecular formula is C5H5N3O, molecular weight is 123.11, as common compound, the synthetic route is as follows.SDS of cas: 120747-84-4

A solution of aldehyde (50 g, 0.41 mol) [see, for example, WO 0232893] in MeOH (300 mL) was cooled to 0 C. and carefully treated with NaBH4 (20 g, 0.53 mol in 6 batches) over 20 minutes. The reaction was then allowed to warm to 20 C. and was stirred for 4 hours. The mixture was again cooled to 0 C., carefully quenched with saturated aqueous NH4Cl, and concentrated. Flash chromatography (5-10% 7N NH3-MeOH/CH2Cl2) provided the primary alcohol (31 g, 62%) as a light yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,120747-84-4, 2-Aminopyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; US2005/187219; (2005); A1;,
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Synthetic Route of 51-20-7, 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. 51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, 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.

6.4 mL (26.2 mmol) of N,O-bis(trimethylsilyl)acetamide is added to a solution of 2 g (10.5 mmol) of 5-bromo-1H-pyrimidine-2,4-dione in 40 ml of acetonitrile. The reaction mixture is stirred until a clear solution is obtained, then 3.9 g (15.8 mmol) of benzhydryl bromide and 267 mg (1.1 mmol) of iodine are added. The reaction mixture is heated under reflux for 5 hours and then left at room temperature for 18 hours. The solvents are concentrated under vacuum and then the residue is taken up in 50 ml of ethyl acetate and 50 ml of water. The organic phase is washed once with water and then with a saturated aqueous solution of sodium chloride, dried over magnesium sulphate, filtered and concentrated under vacuum. The crude product is chromatographed on silica gel eluted with a heptane/ethyl acetate mixture, 70/30 and then 50/50. 2.5 g (67%) of 1-benzhydryl-5-bromo-1H-pyrimidine-2,4-dione is obtained in the form of a yellow solid.

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 51-20-7, 5-Bromouracil.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; Fournier, Jean-Francois; Clary, Laurence; Thoreau, Etienne; (164 pag.)US2018/50992; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4595-61-3, Pyrimidine-5-carboxylic acid, 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, HPLC of Formula: C5H4N2O2, blongs to pyrimidines compound. HPLC of Formula: C5H4N2O2

Pyrimidine-5-carboxylic Acid (1eq), the amide was dissolved in dimethylformamide (DMF) and, morpholine (1.01 eq) and 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide (EDC, 1.1 eq ), 1-hydroxybenzotriazole (HOBT, 1.1 eq) was added dropwise, and triethylamine (TEA, 3 eq) sequentially. After stirring overnight at room temperature, then terminate the reaction with a small amount of water, extracted with EtOAc and water and a small amount of water in the organic layer was removed by using anhydrous MgSO4, and evaporated under reduced pressure to remove the solvent and dried in vacuo. Then, separated by column to give the title compound in 50percent yield.

The synthetic route of 4595-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE INDUSTRY & ACADEMIC COOPERATION IN CHUNGNAM NATIONAL UNIVERSITY (IAC); KIM, EUN HEE; YOO, SUNG EUN; KANG, NAM SOOK; KOO, TAE SUNG; PARK, MIN YOUNG; KIM, YOUNG HOON; BAE, HYUN JU; KIM, JIN WOO; IN, TAE KYU; JOO, CHOUN KI; (25 pag.)KR101555033; (2015); B1;,
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Electric Literature of 65996-50-1, 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. 65996-50-1, name is 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione. A new synthetic method of this compound is introduced below.

To 100 ml eggplant vials were added 0.38 g of compound 1-3 and30ml of phosphorus oxychloride,The oil bath was heated at 120 C for 6 hours,Cooled to room temperature,The phosphorus oxychloride was distilled off under reduced pressure,The residue was added dropwise with 30 mL of cold ammonia to pH 8 under ice-cooling. Plus,Continue to stir for 30min, filter, filter cake washed by cold water after vacuum drying to get the target 1-4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65996-50-1, 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Guangzhou Bio-pharmaceutical And Health Institute; Hu Wenhui; Zeng Shaogao; Zhang Guicheng; (35 pag.)CN106866678; (2017); A;,
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Application of 703-95-7, 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 703-95-7 as follows.

General procedure: To an ice-cooled solution of amine (1.0 mmol) in DMF were added Boc-AA-OH or carboxylic acid (1.0 mmol), followed by EDC*HCl (1.2 mmol), HOBt*H2O (1.2 mmol) and Et3N (1.2 mmol) were then added. The reaction mixture was stirred for 12 h at room temperature. After removal of the solvent in vacuo, the residue was dissolved in EtOAc (20 mL), extracted with 10% citric acid (aq) (3 × 5 mL), saturated solution of NaHCO3 (aq) (3 × 5 mL), and finally washed with brine (1 × 5 mL), then dried over Na2SO4, and finally evaporated to give the crude product which was further purified by using column chromatography and then subjected to tert-butyloxycarbamate deprotection by using general procedure A. The obtained product was then subjected to the next step or purified by using preparative HPLC in the case of target compounds. Purified target compounds were immediately lyophilized to afford their respective amorphous powders.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,703-95-7, its application will become more common.

Reference:
Article; Tagad, Harichandra D.; Hamada, Yoshio; Nguyen, Jeffrey-Tri; Hidaka, Koushi; Hamada, Takashi; Sohma, Youhei; Kimura, Tooru; Kiso, Yoshiaki; Bioorganic and Medicinal Chemistry; vol. 19; 17; (2011); p. 5238 – 5246;,
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Adding a certain compound to certain chemical reactions, such as: 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, 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, Application In Synthesis of Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, blongs to pyrimidines compound. Application In Synthesis of Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate

Diisoprolylethylamine (1.38 mL, 7.72 mmol) and aniline (0.35 mL, 3.86 mmol) were added sequentially to a stirred solution of ii (0.850 g, 3.86 mmol) in acetonitrile (15 mL). The mixture was stirred at room temperature for 1 h, poured onto water (20 mL) and extracted with EtOAc (3 x 30 mL). The combined organic fraction was dried (MgSC ) and reduced in vacuo to give the crude product as a beige crystalline solid. Column chromatography (S1O2), eluting with 9: 1 Hexanes-EtOAc afforded compound iii (1.00 g, 3.61 mmol, 94%) as a colourless crystalline solid. *H NMR (300MHz, CDC13): delta 10.45 (1H, br s, 4- NH), 8.83 (1H, s), 7.66 (2H, d, 78.2), 7.40 (2H, t, J 7.7), 7.20 (1H, t, 77.7), 4.43 (2H, q, J 7.2), 1.44 (3H, t, J 7.2); [M+H]+ rn/z = 278.0.

The synthetic route of 51940-64-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTA EUROPE LTD; TYNDALL, Edward Malcolm; CZAPLEWSKI, Lloyd George; FISHWICK, Colin William Gordon; YULE, Ian Andrew; MITCHELL, Jeffrey Peter; ANDERSON, Kelly Helen; PITT, Gary Robert William; WO2013/91011; (2013); A1;,
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Application of 6214-47-7 ,Some common heterocyclic compound, 6214-47-7, molecular formula is C8H9ClN2O2, 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: A solution of compound 7 in ethanol was added to liquidammonia in an autoclave (250 cm3) at -50 C. The mixture was heated to 60-70 C, the pressure increased to15-16 bar. It was stirred for 2 days under these conditions.The volatile components were removed and the residuewas suspended in water, filtered, and dried.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6214-47-7, its application will become more common.

Reference:
Article; Kokai, Eszter; Nagy, Jozsef; Toth, Tuende; Kupai, Jozsef; Huszthy, Peter; Simig, Gyula; Volk, Balazs; Monatshefte fur Chemie; vol. 147; 4; (2016); p. 767 – 773;,
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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 1193-21-1, name is 4,6-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4,6-Dichloropyrimidine

To 398 4,6-dichloropyrimidine (131 g, 879 mmol), 399 4-(trifluoromethoxy)phenylboronic acid (200g, 970 mol), 106 potassium carbonate (244 g, 1.77 mol) and 266 tetrakis(triphenylphosphine)palladium(0) (21.5 g, 18.6 mmol) were added 115 1,4-dioxane (3.0 L) and 52 water (200 mL) and the mixturewas stirred at 105 C. for 6 hr. The insoluble material was filtered off, the filtrate was concentrated underreduced pressure and the obtained residue was purified by silica gel column chromatography (petroleumether/ethyl acetate) to give the 400 title compound ( 78.0 g , 284 mmol, 32%). MS (ESI) m/z 275 (M+H)+ 1H NMR (400 MHz, CDCl3) delta 9.04 (s, 1H), 8.13 (d, J=8.6 Hz, 2H), 7.73 (s, 1H), 7.36 (d, J=8.6 Hz, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 1193-21-1.

Reference:
Patent; EA PHARMA CO., LTD.; KOBAYASHI, Kaori; SUZUKI, Tamotsu; KAWAHIRA, Mizuki; FUJII, Tomohiro; SUGIKI, Masayuki; OHSUMI, Koji; OKUZUMI, Tatsuya; (285 pag.)US2016/332999; (2016); A1;,
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