Pyrimidines

Electric Literature of 1074-41-5, 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 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of equimolar amounts of piperidone 1 or 2 (1 mmol) and aminopyrimidone 3 (1 mmol) in N,N-dimethylformamide (0.3 mL), was subjected to microwave irradiation for 3-15 min at a power of 200 W and temperatures of 150-160 C. The reaction mixture was cooled and cold water was added. The precipitate formed was filtered and recrystallized from ethanol to obtain compounds 4 and 5 as yellow solids.

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 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol.

Reference:
Article; Insuasty, Braulio; Becerra, Diana; Quiroga, Jairo; Abonia, Rodrigo; Nogueras, Manuel; Cobo, Justo; European Journal of Medicinal Chemistry; vol. 60; (2013); p. 1 – 9;,
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Application of 53342-27-1, 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.53342-27-1, name is 1-(2-Pyrimidinyl)ethanone, molecular formula is C6H6N2O, molecular weight is 122.1246, as common compound, the synthetic route is as follows.

Step 1-Synthesis of 2-(pyrimidin-2-yl)but-3-yn-2-ol A solution of 1-(pyrimidin-2-yl)ethan-1-one (2.5 g, 20.47 mmol) in tetrahydrofuran (60 mL) was added dropwise into a ethynylmagnesium bromide (0.5 M in tetrahydrofuran, 60 mL, 30 mmol) solution with stirring at room temperature under nitrogen atmosphere. The reaction mixture was stirred at room temperature for 1 hr and then quenched by the addition of saturated aqueous ammonium chloride (200 mL). The resulting solution was extracted with ethyl acetate (2*300 mL) and the combined organic layers were washed with brine (300 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The residue was purified on a silica gel column, elution with ethyl acetate/petroleum ether (0:1-1:1) afforded 2-(pyrimidin-2-yl)but-3-yn-2-ol (1.5 g, 50%) as yellow oil. 1H NMR (400 MHz, CDCl3) delta 8.82 (d, J=4.4 Hz, 2H), 7.33-7.29 (m, 1H), 5.1 (s, 1H), 2.56 (s, 1H), 1.93 (s, 3H); LC-MS: m/z=149 (M+H)+.

Statistics shows that 53342-27-1 is playing an increasingly important role. we look forward to future research findings about 1-(2-Pyrimidinyl)ethanone.

Reference:
Patent; Genentech, Inc.; US2012/214762; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, 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: C5H2Cl2N4, blongs to pyrimidines compound. HPLC of Formula: C5H2Cl2N4

To a solution of 4e (2g, 4.88 mmol), 4,6-dichloro-1H-pyrazolo[3,4-djpyrimidine (922 mg, 4.88 mmol), and TMSOTf (4.33 g, 19.6 mmol) in dry MeCN (60 mL) was added dropwise DBU (2.24 g,14.7 mmol). The mixture was stirred at rt for 2 h and was poured into sat.aq. NaHCO3 and the solution was extracted with EtOAc. The organic layer was washed with brine, dried, and concentrated in vacuo. The residue was purified by column chromatography (Si02, 50% EtOAc petroleum) to afford the title compound (4f) (1.4 g, 53% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, 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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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. 696-07-1, name is 5-Iodouracil. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

5-bromo- or 5-iodouracil (1.0 equiv.) is suspended in N,N-dimethylaniline, treated with phosphorus oxychloride (10.0 equiv.) and stirred for 90 minutes at 125 C. After cooling to room temperature, excess phosphorus oxychloride is removed under vacuum. The residue is poured into ice-water. After 2 hours the crystals that have formed are filtered off at the pump and washed with water. Next, the crystals are dissolved in ethyl acetate. The organic phase is washed with saturated sodium hydrogen carbonate solution and saturated sodium sulphite solution and dried over sodium sulphate. After removal of the solvent the chromatographic purification is performed.; Starting from 5-iodouracil (10g, 42 mmol)) and N,N-dimethylaniline (11.0 mL), the desired product is obtained according to procedure 1 in 92% yield (10.6 g) after chromatographic purification (silica gel, dichloromethane). 1H-NMR (400 MHz, CDCl3): delta 8.90 (s, 1H).

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, 696-07-1, 5-Iodouracil.

Reference:
Patent; Lucking, Ulrich; Nguyen, Duy; Von Bonin, Arne; Von Ahsen, Oliver; Kruger, Martin; Briem, Hans; Kettschau, Georg; Prien, Olaf; Mengel, Anne; Konrad, Krolikiewicz; Boemer, Ulf; Bothe, Ulrich; Hartung, Ingo; US2007/232632; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1820-81-1, 5-Chlorouracil, 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, name: 5-Chlorouracil, blongs to pyrimidines compound. name: 5-Chlorouracil

5-chlorouracil (100 g, 99% content; 0.68 mol), triphenylphosphine oxide (59.6 g, 98% content; ie 0.21 mol) and nitrobenzene (150 ml) in a 250 ml belt In a three-necked flask equipped with a thermometer, a stirrer, an air tube, and a condenser (-5 – 10 C),The system uses nitrogen to check for leaks. The mixture of 5-uracil is heated to 80 C,Phosgene (340 g, 99% content; ie 3.4 mol) was passed through the gas pipe through the reaction liquid.A small amount of phosgene begins to reflux during the addition. The phosgene access time is 20 minutes.The mixture was heated to 125 C. When the temperature is 110 C, a large amount of gas is released.At the same time, the phosgene of the condenser is largely returned After 30 minutes, the reaction mixture was taken to a clear red color. The deflation rate after 40 minutes was very slow; the reaction solution was sampled and then the reaction was continued for 1 hour, during which time all deflation had stopped. HPLC analysis indicated complete reaction. The reaction mixture was cooled and unreacted phosgene was removed by purging with nitrogen. The column was packed, the solvent was recovered under reduced pressure, and the product was further distilled to obtain 116.0 g of a product of 99% or more, and the yield was about 93.0%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1820-81-1, 5-Chlorouracil, and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Bulang Bio-pharmaceutical Technology Co., Ltd.; Huang Guoxiang; Ma Xiaoke; (6 pag.)CN109516958; (2019); A;,
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Synthetic Route of 3740-92-9 ,Some common heterocyclic compound, 3740-92-9, molecular formula is C10H6Cl2N2, 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.

The title compound was prepared from 4,6-dichloro-2-phenyl-pyriinidine (Ig, 4.42 mmol) and 4-thiomethiotayl aniline (0.61 g, 4.42 mmol) in the presence of triethyl amine in n-butanol at refluxing temperature for 12 hours.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3740-92-9, its application will become more common.

Reference:
Patent; REDDY US THERAPEUTICS, INC.; KALLEDA, Srinivas; PADAKANTI, Srinivas; KUMAR SWAMY, Nalivela; YELESWARAPU, Koteswar, Rao; ALEXANDER, Christopher, W.; KHANNA, Ish, Kumar; IQBAL, Javed; PILLARISETTI, Sivaram; PAL, Manojit; BARANGE, Deepak; WO2006/34473; (2006); A2;,
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Adding a certain compound to certain chemical reactions, such as: 51674-77-2, 4-Chloropyrido[3,2-d]pyrimidine, 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: C7H4ClN3, blongs to pyrimidines compound. HPLC of Formula: C7H4ClN3

Intermediate 9 (700 mg, 2.06 mmol), 2-(dimethylamino)-l-(piperazin-l-yl)- ethanone (500 mg), n-BuOH (10 mL) and DIPEA (2 mL) were combined in a sealed tube and heated at 130C for 13 days. The reaction mixture was cooled, concentrated onto silica and purified by column chromatography (Si02, 0-10% MeOH in EtOAc) to give a white solid. This material, MeOH (8 mL) and 2M HC1 in Et20 (4 mL) were combined and stirred at r.t. for 2 days. The reaction mixture was concentrated in vacuo to give a yellow foam. A portion of this material (50 mg, 0.12 mmol), rc-BuOH (6 mL), DIPEA (1 mL) and 4-chloropyrido[3,2-c/]pyrimidine (50 mg, 0.25 mmol) were combined in a sealed tube and heated at 130C for 16 h. The reaction mixture was then concentrated to dryness and purified by preparative HPLC to give the title compound (28 mg, 43%) as a white solid. deltaEta (DMSO-Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
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Application of 1780-40-1, 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 1780-40-1, name is 2,4,5,6-Tetrachloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1 4-[(2,5,6-Trichloro-pyrimidin-4-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester To a solution of benzyl 4-(aminomethyl)piperidine-1-carboxylate (EXAMPLE 13, Step 1) and N,N-diisopropylethylamine (2.6 g, 20 mmol) in THF (40 mL) at -78 C. was added a solution of tetrachloropyrimidine (4.4 g, 20 mmol). The cooling bath was removed and the solution was stirred for 45 min. The solution was concentrated and purified by filtering through a pad of silica gel using ether.

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 1780-40-1, 2,4,5,6-Tetrachloropyrimidine.

Reference:
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
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Related Products of 14080-59-2, 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. 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine, molecular formula is C6H3ClN2S, 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.

Under argon protection,In a 250 mL round bottom flask was added 4-cyanophenylboronic acid (5.2 g, 35 mmol).4-chlorothiophene [2,3-d]pyrimidine (5.1 g, 30 mmol),Pd(dppf)Cl2 (440 mg, 0.6 mmol), K2CO3 (5.5 g, 40 mmol),60mL 1,4-dioxane and 20mL water,The mixture was heated at 90 C with stirring for 6 h.Cool to room temperature, quench with water, extract with dichloromethane, and remove the solvent on a rotary evaporator.Purification by column chromatography.A white solid (4.8 g, 68%) was obtained.

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 14080-59-2, 4-Chlorothieno[2,3-d]pyrimidine.

Reference:
Patent; Wuhan University; Yang Chuluo; Jiang Bei; Ning Xiaowen; (32 pag.)CN107573386; (2018); A;,
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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. 3438-46-8, name is 4-Methylpyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C5H6N2

A mixture of NaNH2 (46.1 g, 1.182 mol), hexamethyldisilazane (171.5 g, 1.063 mol), and diglyme (200mL) was stirred at 0 C for 2 h. Then, a mixture of 4-methylpyrimidine (4) (40.0 g, 0.425 mol),4-fluorobenzoic acid ethyl ester (14) (71.5 g, 0.425 mol), and diglyme (200 mL) was added dropwise at0 C, and the reaction mixture was stirred at the same temperature for 2 h. Next, 2 mol/L HCl aqueoussolution (1360 mL) was added to reach pH 7~9, and the mixture was diluted with water (600 mL). Theresulting precipitate was collected by filtration, washed with water (1600 mL), and dried under reducedpressure at 40 C to provide the title compound 15 (84.16 g, 92%) as a yellow solid

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, 3438-46-8, 4-Methylpyrimidine.

Reference:
Article; Ohta, Shuji; Saito, Takahisa; Kato, Jun-Ya; Sato, Shuichiro; Hayashi, Hiroyuki; Hasumi, Koichi; Heterocycles; vol. 94; 5; (2017); p. 938 – 948;,
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