Pyrimidines

Related Products of 39906-04-2, 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 39906-04-2 as follows.

Reference Example 4-2 Preparation of 6-chloro-N4-cyclohexyl-2-methylpyrimidine-4,5-diamine A mixture of 5-amino-4,6-dichloro-2-methylpyrimidine (1.0 g), cyclohexylamine (770 muL), N,N-diisopropylethylamine (1.2 mL), and N-methylpyrrolidone (5 mL) was stirred at 120 C. overnight. To the reaction mixture were additionally added cyclohexylamine (770 muL) and N,N-diisopropylethylamine (1.2 mL), and the resulting mixture was stirred at 120 C. overnight. The reaction mixture was allowed to cool to room temperature, water was added thereto, and the resulting mixture was extracted twice with ethyl acetate. The resulting organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, and the insoluble matters were removed by filtration. The resulting filtrate was concentrated under reduced pressure, and the resulting residues were purified by silica gel column chromatography (solvent: hexane/ethyl acetate=90/10 to 70/30) to give the title compound (1.35 g) (yield 100%) as a brown powder. MS(APCI) m/z: 241/243 [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,39906-04-2, its application will become more common.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; UBE INDUSTRIES, LTD.; NAKAJIMA, Tatsuo; HAYASHI, Norimitsu; ISHIZAWA, Kouhei; TSUZAKI, Yasunori; IWAMURA, Ryo; TSUBOIKE, Kazunari; US2019/185479; (2019); A1;,
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Pyrimidine – Wikipedia

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. 38696-20-7, name is 5-Bromo-2-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 38696-20-7

250ml of four bottles, in the atmosphere of nitrogen,0.01 mol of 5-bromo-2-phenylpyrimidine was added,0.015 mol of intermediate G1, 0.03 mol of sodium tert-butoxide,1 x 10-4 mol Pd2 (dba) 3,1 x 10-4 mol tri-tert-butylphosphine,150 ml of toluene, heated to reflux for 24 hours,Sampling point plate, the reaction is complete;Natural cooling, filtration, the filtrate steamed, through the silica gel column, the target product,Purity 98.8percent, yield 65.6percent.

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, 38696-20-7, 5-Bromo-2-phenylpyrimidine.

Reference:
Patent; Jiangsu SanyueOptoelectronics Technology Co., Ltd; TANG, DANDAN; LI, CHONG; ZHANG, ZHAOCHAO; YE, ZHONGHUA; ZHANG, XIAOQING; (68 pag.)CN106397423; (2017); A;,
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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.504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine, molecular formula is C4H4N2O2S, molecular weight is 144.1518, as common compound, the synthetic route is as follows.name: 4,6-Dihydroxy-2-mercaptopyrimidine

General procedure: A mixture of aldehyde (1 mmol), malanonitrile (1 mmol), barbituricor thiobarbituric acid (1 mmol), and DES (0.1 g, 36 mol%)was stirred in refluxing water (2 mL) for an appropriate period oftime. The reaction progress was followed by TLC (eluent: EtOAc: nhexane).After completion of the reaction, the mixture was dilutedwith water (4 mL) and filtered off. Finally, the solid product wasrecrystallized from warm ethanol if necessary.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Biglari, Mohammad; Shirini, Farhad; Mahmoodi, Nosrat O.; Zabihzadeh, Mehdi; Mashhadinezhad, Maryam; Journal of Molecular Structure; vol. 1205; (2020);,
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Pyrimidine – Wikipedia

Application of 171178-47-5 ,Some common heterocyclic compound, 171178-47-5, molecular formula is C7H4ClN3O, 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 mixture of K2CO3 (267mg, 1.94mmol) and 1 (250mg, 0.969mmol) in anhydrous DMF (5.0mL) was stirred at room temperature for 30min. To this white suspension was added 2a (392mg, 1.94mmol), and the resulting reaction mixture was stirred at room temperature for 2h. The resulting mixture was quenched with water, and the aqueous solution was extracted with EtOAc (3×10.0mL). The combined organic layers were washed with brine (3×10.0mL), dried with anhydrous Na2SO4, filtered, and concentrated under vacuum to give the crude product. The crude product was purified by flash silica gel column chromatography (hexane/CH2Cl2=1/2) to afford 3a as white crystals (276mg, 75%).

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. 171178-47-5, 6-Chloropyrido[3,4-d]pyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Junsong; Chen, Bingyi; Yu, Ying; Cheng, Bao; Cheng, Yanfang; Ju, Yingchen; Gu, Qiong; Xu, Jun; Zhou, Huihao; European Journal of Medicinal Chemistry; vol. 187; (2020);,
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Pyrimidine – Wikipedia

Synthetic Route of 18592-13-7 ,Some common heterocyclic compound, 18592-13-7, molecular formula is C5H5ClN2O2, 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.

In a 20 L reaction flask, compound SM1 (1000.0 g, 6.23 mol) was added to 5000 mL of acetic acid. Mechanical stirring was started and an ice bath was added. Sulfonyl chloride (1000 mL, 12.37 mol) was added dropwise keeping the temperature of the addition below 30 C. Canada completed at room temperature (20 ) reaction 6h, a large number of white solid precipitation. TLC trace compound SM1 point reaction disappeared (dichloromethane: methanol = 10: 1), the reaction was completed. The reaction mixture was suction filtered, and the resulting solid was air-dried for 12 hours at 60 C to give 5-chloro-6-chloromethyluracil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18592-13-7, its application will become more common.

Reference:
Patent; Sinopharm Wholeheartedly Pharmaceutical Co., Ltd.; Wang Shujuan; Xu Hao; Kang Wei; (15 pag.)CN106892902; (2017); A;,
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Pyrimidine – Wikipedia

Reference of 13036-57-2, 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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine, molecular formula is C5H5ClN2, 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.

[0622] Synthesis of methyl 4-methylpyrimidine-2-carboxylate: [0623] To a stirred solution of 2-chloro-4-methylpyrimidine (370 mg, 2.87 mmol) in MeOH: CH3CN (4: 1, 20 mL) under argon atmosphere were added Pd(dppf)Cl2 (420 mg, 0.57 mmol) and triethyl amine (0.8 mL, 5.75 mmol) at RT; heated to 100 C and stirred for 16 h in steel bomb under CO pressure. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 40% EtOAc/ Hexanes to afford methyl 4-methylpyrimidine-2-carboxylate (330 mg, 75%) as an off-white solid. [0624] 1H-NMR (CDC13, 400 MHz): delta 8.78 (d, 1H), 7.31 (d, 1H), 4.01 (s, 3H), 2.68 (s, 3H); LC-MS: 97.40%; 153.2 (M++l); (column: X Bridge C-18, 50 3.0 mm, 3.5 muiotaeta); RT 0.68 min. 5 mM NH4OAc: ACN; 0.8 mL/min); TLC: 50% EtOAc/ Hexanes (R 0.2).

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 13036-57-2, 2-Chloro-4-methylpyrimidine.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
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Electric Literature of 779353-64-9, 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. 779353-64-9, name is 5,7-Dichloro-3-ethylpyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

Example 21. (S)-N-(4-( (3-ethyl-5-(2-(2-hydroxyethyl)piperidin-l-yl)pyrazolo[l, 5- a]pyrimidin-7-yl)amino)phenyl)acrylamide (MFH-1-187-1) teH-butyl4-(5-chloro-3-ethylpyrazolo[l,5-a]pyrimidin-7-ylamino)phenylcarbamate (MFH- 1-177-1) The mixture of SM-1-49-1 (500 mg, 2.314 mmol), SM-1-187-1 (520 mg, 2.5 mmol), DIPEA (898 mg) and i-PrOH (8 mL) was stirred at 85 C for 6 h. After completion, the solvent was removed and the residue was purified by silica gel chromatography (MeOH/DCM = 0-20%) to obtain MFH-1-177-1 (898 g, yield 100%). LCMS (m/z): 388 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,779353-64-9, 5,7-Dichloro-3-ethylpyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, Paul; (299 pag.)WO2016/160617; (2016); A2;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1189169-37-6, 1-(5-Bromopyrimidin-2-yl)ethanone, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

a) Preparation of Int. 288 The mixture of l-(5-bromo-2-pyrimidinyl)-ethanone (10 g; 50 mmol) and N-(2- aminoethyl)-carbamic acid, 1,1-dimethylethyl ester (8 g; 50 mmol) was stirred in TFE (60 ml). Then NaBH4 (5.675g;150 mmol) was added and the mixture was stirred under r.t. After completion of the reaction, the mixture was filtered and the residue was washed with TFE (2 mL). The solvent was distilled off. The crude product was purified by column chromatography on silica gel (eluent: PE/EtOAc 2/1). The product fractions were collected and the solvent was evaporated to Int. 288 (7 g; 40 %).

The synthetic route of 1189169-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; DIELS, Gaston, Stanislas, Marcella; SCHOENTJES, Bruno; VERSELE, Matthias, Luc, Aime; BERTHELOT, Didier, Jean-Claude; WILLEMS, Marc; VIELLEVOYE, Marcel; SOMMEN, Francois, Maria; WROBLOWSKI, Berthold; MEERPOEL, Lieven; WO2015/150557; (2015); A1;,
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Pyrimidine – Wikipedia

Reference of 63200-54-4, Adding some certain compound to certain chemical reactions, such as: 63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine,molecular formula is C6H3Cl2N3, 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 63200-54-4.

Step 1: preparation of 2,4-dichloro-5-(3-methoxylpropyl)-5H-pyrrolo[3,2-d]pyrimidine 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine (188 mg, 1.0 mmol) and sodium hydride (45 mg, 1.5 mmol) were dissolved in N,N-dimethylformamide (5 mL). The reaction mixture was stirred at room temperature for 1 hour, followed by adding 1-bromo-3-methoxypropane (184 mg, 1.2 mmol). The solution was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with brine. The organic phase was dried over anhydrous sodium sulfate and separated by flash column chromatography (eluent: n-hexane: ethyl acetate = 2: 1) to give 200 mg of a white solid. Yield: 77%. MS (ESI, m/z): [M+H]+: 260.1.

According to the analysis of related databases, 63200-54-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Hanmi Pharmaceutical Co., Ltd.; XUE, Baoyu; ZHENG, Runa; CHA, Mi Young; KIM, Maengsup; (71 pag.)EP3336091; (2018); A1;,
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Reference of 42754-96-1, 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.42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, molecular weight is 189, as common compound, the synthetic route is as follows.

To a solution of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (1 g, 5.29 mmol) in MeOH (15 mL) was added a solution of methylamine 33% in MeOH (0.55 mL, 5.89 mmol). The mixture was heated to 70 C for 1 hour followed by cooling to room temperature. The resulting precipitate was filtered, washed with ice-cold MeOH and dried to afford the title compound (874 mg, 90% yield) as a white solid. MS m/z 184.73 [M+1].

The chemical industry reduces the impact on the environment during synthesis 42754-96-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; HATCHER, John; CHOI, Hwan, Geun; (198 pag.)WO2016/130920; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia