Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 347418-42-2, 4-Chloro-5-fluoropyrimidine, 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, Recommanded Product: 347418-42-2, blongs to pyrimidines compound. Recommanded Product: 347418-42-2

Pd(Ph3P)4 (43.6 mg, 0.038 mmol) and 1,1,1,2,2,2-hexamethyldistannane (124 mg, 0.377 mmol) were successively added to a mixture of 4-chloro-5-fluoropyrimidine (50 g, 0.377 mmol) in 1,4-dioxane (1886 mE) under a nitrogen atmosphere. The reaction mixture was then stirred at reflux overnight, cooled to r.t, and filtered. The filtrate was used in next step without further purification.

The synthetic route of 347418-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; WANG, Xiaozhao; GAN, Pei; HAN, Heeoon; HUANG, Taisheng; MCCAMMANT, Matthew S.; QI, Chao; QIAN, Ding-Quan; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHANG, Fenglei; (284 pag.)WO2019/168847; (2019); A1;,
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Reference of 1211443-61-6, 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 1211443-61-6 as follows.

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211443-61-6, its application will become more common.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
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Adding a certain compound to certain chemical reactions, such as: 5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, 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, 5018-38-2, blongs to pyrimidines compound. Formula: C5H4Cl2N2O

1-(5-Methoxy-4-pyrimidinyl)piperazine Piperazine (20 g) was dissolved in water (100 mL) in a Parr bottle and then solid 4,6-dichloro-5-methoxypyrimidine (5.00 g, 27.9 mmole) was added. The mixture was vigorously stirred for 2 h at room temperature during which the 4,6-dichloro-5-methoxypyrimidine dissolved. The stirring bar was removed, catalyst (10% Pd/C, 1.0 g) was added to the turbid solution, and the mixture was then hydrogenated (60 psi, 3 h) at room temperature. The catalyst was filtered off and the filtrate extracted 3 times with CH2Cl2. The CH2Cl2 extracts were dried over Na2SO4 and concentrated in vacuo to give a clear oil which solidified upon standing (3.34 g, 61.7%). This crude product was Kugelrohr distilled (yield 3.24 g), dissolved in acetonitrile, and concentrated HCl was added to precipitate the product as a white powder which was dried in vacuo (4.32 g, 94.0% from crude product, m.p. 2190-221.5 C.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5018-38-2, its application will become more common.

Reference:
Patent; Fabre-Kramer Pharmaceuticals, Inc.; US2009/281114; (2009); A1;,
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Synthetic Route of 5751-20-2, 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.5751-20-2, name is 2-(Methylthio)pyrimidin-4(3H)-one, molecular formula is C5H6N2OS, molecular weight is 142.18, as common compound, the synthetic route is as follows.

To a mixture of HOAc (500 mL) and Ac2O (10 mL) was added compound 2- (methylthio)pyrimidin-4(3H)-one (40 g, 0.28 mol). The resulting mixture was heated at 80 ¡ãC for 30 min to remove any moisture. Then NCS (49 g, 0.37 mol) was added at 50-60 ¡ãC. The resulting mixture was stirred at 50-60 ¡ãC for 24 h. The mixture was then cooled to room temperature and was poured into ice-water (500 mL). The solid formed was collected and was treated with MeOH (100 mL) at reflux. Then the solid was filtered and dried on vacuum to give title compound (24 g, 48percent) as a white solid.

The chemical industry reduces the impact on the environment during synthesis 5751-20-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; NAIR, Sajiv, Krishnan; PLANKEN, Simon, Paul; WO2012/52948; (2012); A1;,
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Reference of 13418-77-4, 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 13418-77-4, name is 2-Amino-5-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

5-Methoxypyrimidin-2-amine (12.3 g, 98.3 mmol) was dissolved in pyridine (123 mL), the solution was added with hexanoyl chloride (14.5 g, 108 mmol) on an ice bath, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was added with 1 M aqueous glycine (98.3 mL) at 0 C., and the mixture was stirred for 1 hour, and then extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure, and the resulting residue was azeotroped with toluene. The resulting residue was recrystallized from chloroform-hexane to obtain N-(5-methoxypyrimidin-2-yl)hexanamide (18.4 g, 84%) as colorless solid. 1H-NMR (CDCl3) delta: 0.91 (3H, t, J=7.1 Hz), 1.30-1.40 (4H, m), 1.70-1.78 (2H, m), 2.50-2.70 (2H, m), 3.89 (3H, s), 8.10 (1H, br), 8.28 (2H, s).

According to the analysis of related databases, 13418-77-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOWA COMPANY, LTD.; US2009/62306; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 633328-95-7, 5-Bromo-2-chloro-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Step 1: DIPEA (804 pL, 4.70 mmol) was added to 5-bromo-2-chloro-4- methylpyrimidine (650 mg, 3.13 mmol) dissolved in CH3CN (20 mL). Then, thiomorpholine-1 ,1-dioxide (508 mg, 3.76 mmol) was added to the mixture. The mixture reaction was heated at 75C for 48h. Solvent was removed under reduced pressure. H20 and AcOEt were added to the residue. The organic layer was separated, dried over Mg504, filtered and the solution was concentrated to dryness to afford 4-(5-bromo-4-methylpyrimid in-2-yl)-1 – thiomorpholine-1 ,1-dione Ex.30a (732 mg, 76%) as yellow solid. The compound was used as such in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,633328-95-7, 5-Bromo-2-chloro-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (144 pag.)WO2018/138359; (2018); 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.34289-60-6, name is 4,6-Dimethylpyrimidin-2-ol hydrochloride, molecular formula is C6H9ClN2O, molecular weight is 160.6015, as common compound, the synthetic route is as follows.COA of Formula: C6H9ClN2O

Add 0.160 g (1 mmol) of 2-hydroxy-4,6-dimethylpyrimidine hydrochloride to a 100 mL eggplant-shaped bottle,0.408 g (3 mmol) of 4-methoxybenzaldehyde and 0.1 mL (1.2 mmol) of concentrated hydrochloric acid,Add absolute ethanol (40 mL) to dissolve the reaction.Heat to reflux at 80 C for 24h.After the reaction is completed, the solvent is distilled off under reduced pressure.Add a saturated aqueous sodium bicarbonate solution and stir well to precipitate a solid.The crude product was washed three times with water and dried, and then separated and purified by column chromatography (methanol: dichloromethane = 1:10).0.252 g of 2-hydroxy-4,6-bis (4-methoxystyryl) pyrimidine is obtained,The yield was 70%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34289-60-6, 4,6-Dimethylpyrimidin-2-ol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Ocean University of China; Jiang Tao; Zhang Lijuan; Tong Sheng; Zhang Meng; (30 pag.)CN105198820; (2019); B;,
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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. 943757-74-2, name is 2-(4-Methylpiperazin-1-yl)pyrimidin-5-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-(4-Methylpiperazin-1-yl)pyrimidin-5-amine

Preparation Example 4 A mixture of 3-chloro-6-ethyl-5-(3-nitrophenoxy)pyrazine-2-carboxamide (300 mg), 2-(4-methylpiperazin-1-yl)pyrimidine-5-amine (198 mg), and diisopropylethylamine (318 muL) in N-methylpyrrolidone (1.5 mL) was heated at 120 C. for 18 hours. The reaction mixture was cooled, and then diluted with ethyl acetate, and the organic phase was washed with water and saturated brine. After drying over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; chloroform:methanol:28% aqueous anunonia=1:0:0-95:4.5:0.5) to obtain 6-ethyl-3-{[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]amino}-5-(3-nitrophenoxy)pyrazine-2-carboxamide (234 mg) 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, 943757-74-2, 2-(4-Methylpiperazin-1-yl)pyrimidin-5-amine.

Reference:
Patent; ASTELLAS PHARMA INC.; Matsuya, Takahiro; Kondoh, Yutaka; Shimada, Itsuro; Kikuchi, Shigetoshi; Iida, Maiko; Onda, Kenichi; Fukudome, Hiroki; Takemoto, Yukihiro; Shindou, Nobuaki; Sakagami, Hideki; Hamaguchi, Hisao; US2014/323463; (2014); A1;,
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Application of 5604-46-6, 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 5604-46-6 as follows.

Step 1: 4-chloro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine To a mixture of 2-amino-4,6-dichloro-pyrimidine-5-carbaldehyde (1.0 g, 5.2 mmol) and Et3N (0.63 g, 6.2 mmol) in THF (20 mL) and H2O (2 mL) was added hydrazine H2NNH2 (10 g, 0.2 mol). Then the mixture was stirred at room temperature for 1.5 hrs. Then the mixture was concentrated in vacuo. The residue was added H2O and filtered to give 4-chloro-1H-pyrazolo[3,4-d]-pyrimidin-6-ylamine (0.8 g, yield 91%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5604-46-6, its application will become more common.

Reference:
Patent; Heald, Robert; Price, Stephen; Safina, Brian; Savy, Pascal Pierre Alexandre; Seward, Eileen Mary; Sutherlin, Daniel P.; Waszkowycz, Bohdan; US2012/202785; (2012); A1;,
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Synthetic Route of 767-15-7, 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. 767-15-7, name is 2-Amino-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below.

A solution of 4,6-dimethylpyrimidin-2-amine (200 mg, 1.62 mmol) in THF (5 mL) was cooled to 0 ¡ãC and treated with NaH (130 mg, 3.24 mmol) under nitrogen atmosphere. The reaction mixture was stirred for 15 min and treated with phenyl chloroformate (380 mg, 2.43 mmol) at 0 ¡ãC under nitrogen atmosphere. The reaction mixture was warmed to RT and stirred for 12 h. Upon completion the reaction mixture was diluted with EtOAc, filtered through celite and concentrated in vacuo. The crude product was purified by column chromatography on silica gel (60-120 mesh) using 40percent EtOAc-hexanes eluant to give phenyl (4,6-dimethylpyrimidin-2-yl)carbamate (200 mg, 51 percent) as a white solid.1H NMR (300 MHz, CDCI3): delta = 7.91 (s, 1 H), 7.40-7.35 (m, 2H), 7.24-7.19 (m, 3H), 6.78(s, 1 H), 2.41 (s, 6H). LCMS (m/z): 244.20 [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,767-15-7, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF QUEENSLAND; THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF BOARD, OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH NEAR DUBLIN; O’NEILL, Luke; COLL, Rebecca; COOPER, Matt; ROBERTSON, Avril; SCHRODER, Kate; (379 pag.)WO2016/131098; (2016); A1;,
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