Day: December 23, 2020

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. 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H3ClN2S

General procedure: alpha,beta-unsaturated tosylhydrazones 1 (0.11 mmol, 1.1 equiv), heteroaryl chlorides 2 (0.1 mmol, 1 equiv), Cs2CO3 (0.25 mmol, 2.5 equiv) and MeCN (1 mL) were added to a tube. The mixture was stirred at 60 C until the heteroaryl chlorides was completely disappeared for 4-8h. After cooling to room temperature, the mixture was quenched with NH4Cl (2 mL, saturated aqueous solution) and extracted with CH2Cl2 (3 ¡Á 2 mL). The combined organic phases were dried over Na2SO4 and solvents removed in vacuo. The residue was purified by flash column chromatography on silica gel with ethyl acetate/petroleum ether (1:10-1:4, V/V) as the eluent, affording the desired product 3 and 4.

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

Reference:
Article; Zeng, Lin; Guo, Xiao-Qiang; Yang, Zai-Jun; Gan, Ya; Chen, Lian-Mei; Kang, Tai-Ran; Tetrahedron Letters; vol. 60; 33; (2019);,
Pyrimidine | C4H4N2 – PubChem,
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, Quality Control of 4-Methylpyrimidine, blongs to pyrimidines compound. Quality Control of 4-Methylpyrimidine

General procedure: Methyldiazine derivative (1mmol) and compound 3 (1.1equiv per methyl group) were dissolved in THF (20mL). tBuOK (1.5equiv per methyl group) was slowly added at room temperature. The solution, which immediately turned brown, was then refluxed overnight. After cooling, water was added, THF was evaporated and the mixture extracted with CH2Cl2, dried over MgSO4 and the solvent removed under vacuum.

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

Reference:
Article; Achelle, Sylvain; Kahlal, Samia; Saillard, Jean-Yves; Cabon, Nolwenn; Caro, Bertrand; Robin-Le Guen, Francoise; Tetrahedron; vol. 70; 17; (2014); p. 2804 – 2815;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 105806-13-1, 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.105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine, molecular formula is C5H3Cl2FN2, molecular weight is 181, as common compound, the synthetic route is as follows.

Part C: 4-Chloro-6-[(3R)-3,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidine. To a solution of 4,6-dichloro-5-fluoro-2-methylpyrimidine (0.181 g, 1.0 mmol) and (2R)- 1 ,2-dimethylpiperazine dihydrochloride (0.189 g, 1.0 mmol) in THF (10 mL) was added triethylamine (0.42 mL, 3.0 mmol). MeOH (1 mL) was added to improve solubility. Reaction left to stir overnight. The solvent was removed in vacuo, and THF and ether were added to the resulting residue, which was washed with water. The organics were dried (Na2SO4) and concentrated in vacuo to provide 4-chloro-6-[(3R)-3,4-dimethyl-1- piperazinyl]-5-fluoro-2-methylpyrimidine as a yellow oil (0.242 g, 94%). LCMS: (M+H)+ = 259.3.

The chemical industry reduces the impact on the environment during synthesis 105806-13-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 739364-95-5, 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. 739364-95-5, name is 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid. A new synthetic method of this compound is introduced below.

(Intermediate Example 113) 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (4-amino-4-methylpentyl)amide 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (177 mg) was suspended in tetrahydrofuran (5 ml), and N,N-dimethylformamide (1 drop) was added thereto. Oxalyl chloride (100 mul) was added thereto with ice cooling, and the mixture was stirred for 30 minutes at room temperature. The mixture was cooled again on ice, and 4-methyl-1,4-pentane< >diamine (116 mul) and triethylamine (0.21 ml) were added thereto and stirred overnight at room temperature. By adding water and 2 N hydrochloric acid, the reaction mixture was acidified, followed by washing with chloroform. The aqueous phase was alkalinized by 5 N sodium hydroxide solution, extracted with chloroform, and the extract was dried over sodium sulfate anhydrous. The product was concentrated under reduced pressure to give the title compound (151 mg, Y.: 55%) as pale yellow crystals. 1H NMR; (CDCl3) delta (ppm): 1.1 (6H, s), 1.7 (4H, m), 2.5 (3H, s), 3.4 (2H, dd), 6.5 (1H, s), 8.4 (1H, brs), 8.7 (1H, d), 9.1 (1H, d). ESI/MS (m/z): 276 (M+H)+, 274 (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,739364-95-5, its application will become more common.

Reference:
Patent; SANWA KAGAKU KENKYUSHO CO., LTD.; EP1595866; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 938443-20-0, name is 2,4,7-Trichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2Cl3N3, 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. Application In Synthesis of 2,4,7-Trichloropyrido[2,3-d]pyrimidine

To a solution of 2,4,7-trichloropyrido[2,3-d]pyrimidine (4.0 g, 17.06 mmol, 1.0 equiv) in DMA (10 mL) was added (3S)-3-methylmorpholine (4.31 g, 42.65 mmol, 2.5 equiv) and DIPEA (5.51 g, 42.65 mmol, 7.43 mL, 2.5 equiv). The reaction solution was heated to 70 C for 48 h. The reaction suspension was cooled to room temperature, poured into cold H2O (50 mL) to precipitate out a solid. The solid was filtered and the filter cake was rinsed with H2O, and dried under reduced pressure to give the crude product, which was purified by column chromatography on silica gel (0100% petroleum ether/EtOAc) to give (3S)-4-[7- chloro-2-[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d] pyrimidin-4-yl] 3-methyl-morpholine (3.5 g, 56.4% yield) as a yellow solid. LCMS (ESI) m/z: [M + H] calcd for C17H22ClN5O2: 364.15; found 364.2

With the rapid development of chemical substances, we look forward to future research findings about 938443-20-0.

Reference:
Patent; REVOLUTION MEDICINES, INC.; PITZEN, Jennifer; GLIEDT, Micah James Evans; BURNETT, G. Leslie; AGGEN, James Bradley; KISS, Gert; CREGG, James Joseph; SEMKO, Christopher Michael; WON, Walter; WANG, Gang; LEE, Julie Chu-Li; THOTTUMKARA, Arun P.; GILL, Adrian Liam; MELLEM, Kevin T.; (484 pag.)WO2019/212990; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3764-01-0, 2,4,6-Trichloropyrimidine, 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, 3764-01-0, blongs to pyrimidines compound. Formula: C4HCl3N2

Take 5000ml three necked flask, equipped with mechanical stirrer, condenser. Feed: 18.2 g of 2,4,6-trichloropyrimidine (molecular weight 182,0.10 mol), phenylboronic acid 28.1 g (molecular weight 122,0.23 mol), tetrakis(triphenylphosphine)palladium 12.0g (0.0104mol), potassium carbonate 60 g (0.435 mol), tetrahydrofuran 600 ml, toluene 400 ml, water 400 ml. Mechanical agitation was initiated under conditions of reduced pressure ventilation Ar gas three times to maintain protection, monitoring the reaction by TLC (thin layer chromatography), refluxed for 8 hours, the reaction was complete. Allowed to cool, the reaction system was divided into two layers, the organic layer was separated and evaporated to dryness to give a solid product, which was recrystallized from toluene to give intermediate M3-1 was 19.9 g, molecular weight 266, 75% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3764-01-0, its application will become more common.

Reference:
Patent; Kunshan Visionox Display Technology?Co., Ltd; Tsinghua University; Beijing Visionox Technology Co. Ltdk; QIU, YONG; TANG, JINMING; FAN, HONGTAO; DUAN, LIAN; REN, XUEYAN; (97 pag.)CN103664906; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 111196-81-7, name is 2-Chloro-5-ethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Chloro-5-ethylpyrimidine

General procedure: Add in the reaction bottleBoc-based disubstituted pyrimidopyrimidine (50 mg, 0.09 mmol),2-chloro-5-ethylpyrimidine (18 mg, 0.13 mmol),TEA (27 mg, 0.45 mmol) and DCM (2 mL).The reaction was stirred at room temperature overnight, and the reaction mixture was diluted with dichloromethane.The organic phase was washed with brine, dried over anhydrous sodiumThe crude product using silica gel column chromatography (petroleum ether: ethyl acetate = 1: 1) to give a pale yellow solid, yield 45% reaction.

With the rapid development of chemical substances, we look forward to future research findings about 111196-81-7.

Reference:
Patent; Jiangxi University of Traditional Chinese Medicine; Yang Zunhua; Fang Yuanying; Liu Ronghua; He Mingzhen; Wang Qi; Li Zhifeng; (13 pag.)CN109761990; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4983-28-2 ,Some common heterocyclic compound, 4983-28-2, molecular formula is C4H3ClN2O, 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.

2-Chloropyrimidin-5-ol (13.0 g, 100 mmol) was dissolved in DMF (130 mL) (solution) and K2C03 (27.5 g, 199 mmol) was added (suspension), followed by iodoethane (16.1 mL, 199 mmol). The reaction mixture was stirred at 50¡ãC for 4 hr and subsequently cooled to ambient temperature and stirred overnight. The reaction mixture was partitioned between EtOAc (650 mL) and 10percent aqueous NaCl (650 mL). The organic layer was washed with 10percent aqueous NaCl (650 mL). The first aqueous layer was extracted with EtOAc (325 mL). The combined organic layers-were driedOver Na2S0 , filtered, and concentrated in vacuo. The crude mixture was diluted with D’CM-to a final volume of 40 mL and purified by flash chromatography (MPLC, 5-4percent EtOAc-Hexanes) to provide 2-chloro-5-ethoxypyrimidine as a white solid.LRMS (EST) calc’d fbr C6K8C1N02 [M+H]+: 159; Found: 159

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4983-28-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; YOUNG, Jonathan; CZAKO, Barbara; ALTMAN, Michael; GUERIN, David; MARTINEZ, Michelle; RIVKIN, Alexey; WILSON, Kevin; LIPFORD, Kathryn; WHITE, Catherine; SURDI, Laura; CHICHETTI, Stephanie; DANIELS, Matthew, H.; AHEARN, Sean, P.; FALCONE, Danielle; OSIMBONI, Ekundayo; WO2011/84402; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 89487-99-0, name is 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below., name: 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile

Step B: A mixture of 4-hydroxy-2-methylsulfanyl-pyrimidine-5-carbonitrile (2.76 g) and phosphorus oxychloride (15 mL) was heated at reflux, under argon atmosphere, for 3 h. The reaction mixture was cooled and then evaporated under reduced pressure. Hexane was added to the residue and the mixture was heated at reflux, the resulting mixture was decanted and the same procedure was repeated for 4 times. The combined supernatant layers were evaporated to afford 1.13 g of 4-chloro-2-methylsulfanyl-pyrimidine-5-carbonitrile as a white powder.

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, 89487-99-0, 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile.

Reference:
Patent; Roche Palo Alto LLC; US2009/270389; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 22536-63-6, name is 2-Chloro-4-methoxypyrimidine, molecular formula is C5H5ClN2O, 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. Product Details of 22536-63-6

Reference Example 8 2-(4-Iodophenoxy)-4-methoxypyrimidine [Show Image] Under an argon atmosphere, sodium hydride (108 mg) was added to a solution of 4-iodophenol (220 mg) and 2-chloro-4-methoxypyrimidine (168 mg) in anhydrous DMF (10 ml), and the resulting mixture was stirred at 125C for 9 hours. The reaction solution was cooled to room temperature and water was added thereto, followed by extracting the resulting mixture with ethyl acetate. Organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate = 5/1) to obtain 2-(4-iodophenoxy)-4-methoxypyrimidine (312 mg).

With the rapid development of chemical substances, we look forward to future research findings about 22536-63-6.

Reference:
Patent; Toray Industries, Inc.; EP2033637; (2009); A1;; ; Patent; Toray Industries, Inc.; EP2042171; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia