Pyrimidines

Synthetic Route of 29274-24-6, 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. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H4ClN3, 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.

To a solution of 5-chloropyrazolo[1,5-a]pyrimidine (1.00 g, 6.51 mmol) in DMF (13 mL) was added portionwise N-iodosuccinamide (1.61 g, 7.16 mmol) at room temperature. The reaction mixture was stirred for 2 hours at room temperature. After addition of water, the mixture was stirred for further 30 min at room temperature. A precipitated solid was collected by filtration and dried under vacuum to afford 5-chloro-3-iodopyrazolo[1,5-a]pyrimidine (1.74 g, 96%) as a pale yellow solid. 1H-NMR (DMSO-d6, Varian, 400 MHz): delta 7.15 (1H, d, J=7.2 Hz), 8.34 (1H, s), 9.17 (1H, d, J=7.2 Hz).

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 29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1780-26-3, 2-Methyl-4,6-dichloropyrimidine, 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

4-(6-Chloro-2-methyl-pyrimidin-4-yl)-morpholine A mixture of morpholine (2.36 ml, 27.0 mmol) and 4,6-dichloro-2-methyl-pyrimidine (2.0 g, 12.3 mmol) in water (20 ml) was heated at 100 C. for 2 h. The reaction was allowed to cool to room temperature and was diluted with water (20 ml). The resulting precipitate was collected by filtration to give the title compound (1.90 g, 72% yield).

The synthetic route of 1780-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
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Electric Literature of 16357-83-8, Adding some certain compound to certain chemical reactions, such as: 16357-83-8, name is 4-Aminopyrimidine-5-carbaldehyde,molecular formula is C5H5N3O, 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 16357-83-8.

General procedure: Appropriate substituted benzoyl hydrazine 4 (1 equiv) was added to a solution of intermediate 2 (1mmol) in ethanol (10mL). The reaction mixture was stirred for 3h at reflux under the condition of the presence of acetic acid as catalyzer, then poured into cold water and the resulting solid was collected by filtrated, washed with EtOH (10mL), and dried in the atmospheric pressure to give the desired title compounds A, B, and C.

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. 16357-83-8, 4-Aminopyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
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Reference of 4316-93-2, 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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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 (lR,3R,4S)-3-(((/er/-butyldimethylsilyl)oxy)methyl)-4-((triisopropylsilyl)oxy)cyclopentan-l -amine (1.05 g, 2.48 mmol) and 4,6-dichloro-5- nitropyrimidine (578 mg, 2.98 mmol) in a mixture of THF (12.5 mL), DMF (6.0mL) and triethylamine (0.88 mL, 6.2 mmol) was stirred at room temperature for 1 hour. The reaction solution was partitioned between saturated aqueous NaHC03(30 mL) and EtOAc (50 mL).Upon separation, the aqueous phase was extracted with additional EtOAc (2×50 mL). The combined organic phases were dried over anhydrous MgS04and concentrated to afford N- i ( 1 R,3R,4S)-3-( i [/tv7-butyl(dimethyl)silyl]oxy }methyl)-4-[(triisopropylsilyl)oxy]cyclopentyl }- 6-chloro-5-nitropyrimidin-4-amine (1.31 g, 94 %) which was carried on to step 2 without further purification. LCMS (FA): m/z = 559.2 (M+H).

According to the analysis of related databases, 4316-93-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CIAVARRI, Jeffrey; ENGLAND, Dylan Bradley; GIGSTAD, Kenneth M.; GOULD, Alexandra E.; GREENSPAN, Paul; HU, Yongbo; HUANG, Shih-Chung; LANGSTON, Steven Paul; MIZUTANI, Hirotake; SHI, Zhan; VYSKOCIL, Stepan; XU, He; (156 pag.)WO2019/180683; (2019); A1;,
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Related Products of 10397-13-4, 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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, 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.

Step 1.1: (S)-3-(6-Chloro-2-morpholin-4-yl-pyrimidin-4-yl)-4-methyl-oxazolidin-2-one To a solution of (S)-4-methyl-2-oxazolidinone (432 mg, 4.19 mmol) in DMF (10 mL) was slowly added NaH (60% mineral oil, 201 mg, 5.02 mmol) under an argon atmosphere and the suspension was stirred at rt for 30 min. The reaction mixture was cooled to 0 C. and the intermediate A (1 g, 4.19 mmol) was added. The mixture was stirred at RT for 4 h. The reaction mixture was diluted with EtOAc and extracted with H2O. The organic layer was washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 97:3?1:1) to afford the title compound (605 mg, 47%). tR: 1.00 min (LC-MS 1); ESI-MS: 299.2/301.2 [M+H]+ (LC-MS 1).

According to the analysis of related databases, 10397-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
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Synthetic Route of 10244-24-3, 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.10244-24-3, name is 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, molecular formula is C12H17ClN4O2, molecular weight is 284.74, as common compound, the synthetic route is as follows.

Step 1. To a solution of 4,4′-(6-chloropyrimidine-2,4-diyl)dimorpholine (1.0 equiv.) and Intermediate A (1.1 equiv.) in DME and 2M sodium carbonate (3:1, 0.2 M) was added PdCl2(dppf)-DCM adduct (0.500 equiv.) in a microwave vial equipped with a stir bar. The reaction was heated to 120 C. for 20 min in the microwave. The organic phase was dried with sodium sulfate, filtered and concentrated. The crude material was purified via preparative reverse phase HPLC. Upon lyophilization of the pure fractions, N-(3-(2,6-dimorpholinopyrimidin-4-yl)-4-methylphenyl)-3-(trifluoromethyl)benzamide was isolated as the TFA salt in 37% yield. LCMS (m/z) (M+H)=528.3, Rt=0.80 min, 1H NMR (400 MHz, ) delta ppm 2.21-2.35 (m, 3H) 3.68 (br. s., 8H) 3.71 (d, J=4.30 Hz, 8H) 6.50 (br. s., 1H) 7.34 (d, J=8.22 Hz, 1H) 7.70-7.89 (m, 3H) 7.97 (d, J=7.83 Hz, 1H) 8.26 (d, J=7.83 Hz, 1H) 8.29 (s, 1H) 10.59 (br. s., 1H).

The chemical industry reduces the impact on the environment during synthesis 10244-24-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; Barsanti, Paul A.; Burger, Matthew; Lou, Yan; Nishiguchi, Gisele; Polyakov, Valery; Ramurthy, Savithri; Rico, Alice; Setti, Lina; Smith, Aaron; Taft, Benjamin; Tanner, Huw; DiPesa, Alan; Yusuff, Naeem; US2014/275003; (2014); 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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4316-93-2

Sodium methoxide (2.70 g, 50.0 mmol) was added portionwise over 10 min to a 0C suspension OF 4, 6-DICHLORO-5-NITROPYRIMIDINE (4.85 g, 25.0 mmol) in methanol (90 ml). On complete addition the mixture was stirred at 0C for 2 h. The precipitate was filtered and the filtrate evaporated. The residue was suspended in isohexane and filtered. The filtrate was evaporated and the residue purified by flash column chromatography on silica, eluting with 5% ethyl acetate in isohexane. Collecting appropriate fractions gave 4-chloro-6-methoxy-5- nitropyrimidine (3.50 g, 74%) as a white 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, 4316-93-2, 4,6-Dichloro-5-nitropyrimidine.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/41826; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1421372-94-2, N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine, 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, Quality Control of N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine, blongs to pyrimidines compound. Quality Control of N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine

Compound 6 (7.7 mL) was added to a suspension of N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methylindol-3-yl)pyrimidin-2-amine (compound 5, 15.5 g, 0.79) and K2CO3 (16.3 g) DMF (60 mL). The mixture was heated at 60 C. for 60 min and then water (150 mL) was added. Solids were filtered and rinsed with water. The crude dark red product was directly used in the next step without further purification.

The synthetic route of 1421372-94-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; X-Cutag Therapeutics, Inc.; CHENG, Changfu; WEN, Shuhao; LI, Hui Joyce; (30 pag.)US2019/169171; (2019); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C16H30N2Sn

38(a) ethyl N-{[6-hydroxy-7-(2-pyrimidinyl)-5-quinoxalinyl]carbonyl}glycinate. To a solution of ethyl N-[(7-bromo-6-hydroxy-5-quinoxalinyl)carbonyl]glycinate (0.120 g, 0.339 mmol) (prepared as in N2843-54-A1) in 1,4-dioxane (1.5 ml) was added 2-(tributylstannanyl)pyrimidine (0.138 g, 0.374 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.020 g, 0.017 mmol) followed by heating to 150 C. for 60 min. in a Biotage Initiator microwave synthesizer. Upon cooling, the reaction mixture was concentrated in vacuo and purified via flash column chromatography (0-100% ethyl acetate in hexane) to obtain ethyl N-{[6-hydroxy-7-(2-pyrimidinyl)-5-quinoxalinyl]carbonyl}glycinate (0.083 g, 0.235 mmol, 69.3% yield) as a pale orange solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 14.90 (s, 1H), 10.12 (t, J=5.8 Hz, 1H), 9.09 (s, 1H), 9.07 (s, 1H), 8.97 (d, J=1.8 Hz, 1H), 8.91 (d, J=2.0 Hz, 1H), 8.81 (s, 1H), 7.68 (t, J=4.9 Hz, 1H), 4.23 (d, J=5.8 Hz, 2H), 4.18 (q, J=7.2 Hz, 2H), 1.26 (t, J=7.2 Hz, 3H). MS (ES+) m/e 354 [M+H]+.

The synthetic route of 153435-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; US2010/305133; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 145783-15-9, 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, 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, 145783-15-9, blongs to pyrimidines compound. category: pyrimidines

(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (R)-mandelate (Compound II, 3.31 g, 10 mmol) and4,6-Dichloro-2-(propylthio)-5-aminopyrimidine (Compound I, 2 g, 13 mmol) was placed in a 50 mL three-necked flask, and ethylene glycol (10 mL) and triethylamine (4.24 g, 42 mmol) were added. ). The reaction mixture was heated to 100 C and stirred for 7 hours. Turn off the heat and naturally cool to 40 C. Isopropyl acetate (10 mL) and water (10 mL) were added and stirred for 1 hour. Stirring was stopped, cooled to room temperature, and allowed to stand for liquid separation. The organic phase was separated, washed with water (10 mL) and dried The mixture was filtered with suction, and the residue was purified by silica gel column chromatography (200-300 mesh chromatography, eluent 0-50% ethyl acetate / petroleum ether) to give compound III (2.6 g, 68 %), light gray solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145783-15-9, its application will become more common.

Reference:
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Miao Shifeng; Xu Haoyu; Cai Wei; Zhang Haibo; Lv Huimin; Sun Chunyan; Mu Cong; Wang Deguo; Liu Jinglong; Liu Jing; Hu Tao; (11 pag.)CN109553622; (2019); A;,
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