Pyrimidines

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. 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 862730-04-9

Synthesis of 1-isopropyl-3-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA52); A solution of 3-Pyridinylboronic acid (15 mg, 0.14 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (40 mg, 0.13 mmol) in DME (12 ml). Pd(PPh3)4 (15 mg, 0.015 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O) to yield BA52. ESI-MS (M+H)+ m/z calcd 255.1, found 255.0.

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, 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
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Application of 91717-22-5, 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. 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine, molecular formula is C10H16N4, 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.

General procedure: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

According to the analysis of related databases, 91717-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
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Reference of 57489-77-7, 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. 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a well stirred 8-aminoquinoline (1 mmol) indry DMF (5 mL), sodium hydride (1.2 mmol, 60% in mineral oil) was added at 0 C.After 10 min stirring, the corresponding heterocyclic chloro compound (1.2mmol) was added and stirred for 10 min at rt then heated at 60 C for 5-12 h.Upon completion, the reaction mixture was poured into crushed ice and theresulting solid was filtered, washed with water and dried under vacuum. Thesolid was triturated with methanol and dried under vacuum to afford targetcompound as a solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57489-77-7, its application will become more common.

Reference:
Article; Kannan, Murugan; Raichurkar, Anandkumar V.; Khan, Fazlur Rahman Nawaz; Iyer, Pravin S.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 5; (2015); p. 1100 – 1103;,
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Application of 36082-50-5, 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.36082-50-5, name is 5-Bromo-2,4-dichloropyrimidine, molecular formula is C4HBrCl2N2, molecular weight is 227.8741, as common compound, the synthetic route is as follows.

12a Production of 4-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-butan-1-ol A solution of 2.28 g (10.0 mmol) of 5-bromo-2,4-dichloro-pyrimidine and 1.7 ml (12.0 mmol) of triethylamine in 10 ml of acetonitrile is mixed at 0 C. with 1.1 ml (12.0 mmol) of 4-amino-butanol. The reaction mixture is slowly heated to room temperature while being stirred by removal of the ice bath. After 16 hours, the precipitate that is formed is filtered off. The filtrate is completely concentrated by evaporation and digested with diisopropyl ether. 2.74 g (9.8 mmol, corresponding to 98% of theory) of the product is obtained. 1H-NMR (DMSO): 8.19 (s, 1H), 7.72 (t, 1H), 4.45 (br, 1H), 3.38 (m, 4H), 1.56 (m, 2H), 1.45 (m, 2H). MS: 279 (EI).

The chemical industry reduces the impact on the environment during synthesis 36082-50-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Schering AG; US2004/209895; (2004); 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.10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, molecular weight is 234.08, as common compound, the synthetic route is as follows.Product Details of 10397-13-4

Example 18 6-Methoxy-2-morphoIin-4-yl-f4,5’lbipyrimidinyl-2′-yIamine £98}To Intermediate A in DMF was added sodium methoxide in methanol and stirred at room temperature overnight. EtO Ac/brine extraction yielded 4-(4-Chloro-6- methoxy-pyrimidin-2-yl)-morpholine.4-(4-Chloro-6-methoxy-pyrimidin-2-yl)-morpholine was reacted with 2- aminopyrimidine-5-boronic acid pinacol ester in General Procedure A to yield the title compound.NMR: (CDCl3, 400MHz): 3.71 (t, 4H, 2xCH2, J = 4.7Hz); 3.80 (t, 4H, 2xCH2, J = 4.6Hz); 3.86 (s, 3H, CH3); 5.19 (br s, 2H, NH2); 6.22 (s, IH, ArH); 8.82 (s, 2H, 2xArH). MS: (ESI+): MH+ = 289.12

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; WO2009/66084; (2009); 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.1074-40-4, name is 4,6-Dichloro-2-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.name: 4,6-Dichloro-2-methoxypyrimidine

Step 3. A solution of 4,6-dichloro-2-methoxypyrimidine [0.7 g, Intermediate (4)], 2-(3-fluoro-4- methoxy-phenyl)-ethylamine [0.66 g, Intermediate (3)] and sodium bicarbonate (0.88 g) in EtOH (25 mL) is heated at 800C for three hours and poured into water (400 mL). The resulting solid is filtered and air dried affording (6-chloro-2-methoxy-pyrimidin-4-ylVr2-(3-fluoro-4-methoxyphenyl)- ethyllamine [1.1 g, Intermediate (5)]. MS: 312 (M+H); 1H NMR (CDCl3): ? 6.9-7 (3H, m); 6.05 (IH, s); 3.95 (3H, s); 3.85 (3H, s); 3.6-3.7 (2H, m); 2.95 (2H, t).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1074-40-4, 4,6-Dichloro-2-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/44732; (2006); A2;,
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Pyrimidine – Wikipedia

Application of 26305-13-5 ,Some common heterocyclic compound, 26305-13-5, molecular formula is C6H8N2O2, 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.

5,6-Dimethyl-1H-pyrimidin-2,4-dione (2.5 g, 17.8 mmol) was dissolved in 12 mL of phophorus oxychloride, andthe mixture was stirred for 4 hours under reflux. The reaction solution was cooled to at room temperature and added tocold water. The formed precipitate was dried to obtain the title compound (3.08 g, 98 %).1H-NMR (DMSO-d6) delta 2.51 (3H, s), 2.30 (3H, s)

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. 26305-13-5, 2,4-Dihydroxy-5,6-dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); A2;,
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Application of 50270-27-4, 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 50270-27-4 as follows.

To a solution of 2,4,6-trichloropyrimidine-5-carbaldehyde (19.0 g, 990 mmol) in methanol (300 mL) was added drop-wise a solution of hydrazine monohydrate (4.8 mL) in methanol (80 mL) at 0 °C followed by drop-wise addition of triethylamine (13 mL) in methanol (80 mL) at 0 °C. The mixture was stirred at the same temperature for 30 mm. The solvent was removed and the residue was purified by flash chromatography to afford the title compound (10.3 g, 62percent yield) as a yellow solid. ?H NMR (CDC13, 400IVIHz): 11.56 (br, 1H), 8.43 (s, 1H). MS m/z 190.68 [M+1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,50270-27-4, its application will become more common.

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

Adding a certain compound to certain chemical reactions, such as: 3438-46-8, 4-Methylpyrimidine, 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, SDS of cas: 3438-46-8, blongs to pyrimidines compound. SDS of cas: 3438-46-8

Procedure G: Intermediate 7 (1-7) – Pyrimidine-4-carboxaldehyde.; [0091] To a solution of 1.0 g (10 mmol, 1.0 eq.) of 4-methylpyrimidine in 10 mL of />-dioxane was added 1.2 g (10 mmol, 1.0 eq.) of selenium dioxide. The resulting mixture was heated at 100 0C for 5 h and then cooled to room temperature. After adding an additional 0.25 g (2.3 mmol, 0.23 eq.) of selenium dioxide, the reaction mixture was heated at 100 0C for a further 1 h. The mixture was cooled to room temperature and filtered through Celite. The Celite cake was washed with 200 mL of ethyl acetate and the filtrate was concentrated in vacuo. The resulting dark brown oil was suspended in 200 mL of methylene chloride and filtered. The solvent was removed in vacuo to afford 0.3 g (2.8 mmol, 28%) of pyrimidine-4-carboxaldehyde (1-7) as dark brown oil.

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACOPEIA, INC.; WO2007/104053; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 29274-22-4, 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. 29274-22-4, name is Pyrazolo[1,5-a]pyrimidin-5-ol, molecular formula is C6H5N3O, 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.

A solution of 4H-pyrazolo[1,5-a]pyrimidin-5-one (1 g, 7.40 mmol, 1 .00 equiv) in phosphorus oxychloride ( 1 5 mL) was stirred under nitrogen for 2 h at 1 20 C. The reaction mixture was cooled to rt then concentrated under vacuum. The residue was purified on a si lica gel column eluted with ethyl acetate/petroleum ether ( 1 :2) to give 0.6 g (53%) of the title compound as a light yellow solid. LC/MS (Method I, ESI): RT = 1.21 min, m z = 154.0 [Mu+Eta]

According to the analysis of related databases, 29274-22-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/127268; (2013); A1;,
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