Tag: M.W:100-200

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,
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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;,
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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;,
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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;,
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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. 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);,
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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. 23906-13-0, name is 2-Hydrazinyl-4,6-dimethylpyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 23906-13-0

A mixture of 2-hydrazinyl-4,6-dimethylpyrimidine (500 mg, 3.62 mmol) and 3- aminocrotononitrile (312 mg, 3.80 mmol) in ethanol (10 mL) was heated at reflux for 3 h and was then concentrated in vacuo. The crude product was recrystallized from methanol to afford 800 mg of l-(4,6-dimethylpyrimidin-2-yl)-3-methyl-lH-pyrazol-5-amine as a pale brown solid. Yield: 90%; m/z (ESI+) 226 (MNa+), 204 (MH+).

The synthetic route of 23906-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; TAIT, Bradley; POWELL, Noel, A.; CULLEN, Matthew; WO2012/154880; (2012); A1;,
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Related Products of 1500-85-2, 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. 1500-85-2, name is 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C6H6N4, 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.

Scheme 3 NH2 NPhth XN phthalic anhydride XN N N DMAC N N H H 3-1 3-2 H H 3J. 32 To a 250 mL three-neck round bottom flask equipped with an overhead stirrer, nitrogen inlet, and thermocouple was charged 50 mL of dry N,N-dimethylacetamide followed by 5.0 g OF 7H-PYRROLO [2, 3-DLPYRIMIDIN-4-YLAMINE (U) [J. Davoll, J. Chem. SOC., 131-138 (1960)] and 11.6 g of phthalic anhydride. The resulting mixture was heated to 80 C for 8 h and then cooled to 10 C. Water (40 ML) was added while maintaining the temperature below 15 C. The resulting slurry was aged for 4 h, then filtered, and the filter washed with 20 ML of 1: 1 (v/v) dimethylacetamide/water followed by 30 ML of water. The cake was sucked dry, then washed with 50 ML of ethyl acetate. The solid was dried at 40 C under vacuum with a nitrogen sweep to give 8.1 g OF 4-PHTHALIMIDO-7H-PYRROLO [2, 3-d]pyrimidine (3-2); m. p. 276-277 C. LH NMR (DMSO-D6, 400 MHz) : 8 12. 14 (s, 1H), 8.79 (s, 1H), 8.01 (dd, J=5.5, 3.1 Hz, 2H), 7.92 (dd, J=5. 5,3. 1 HZ, 2H), 7.63 (dd, J=3.5, 2.4 Hz, 1H), 6.56 (dd, J=3.5, 1.8 Hz, 1H) ; 13C NMR (DMSO-D6, 100 MHZ) : 5 166.3, 154.2, 151.0, 145. 2,135. 7,132. 0,128. 7,124. 4,115. 2,100. 1.

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 1500-85-2, 7H-Pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; MERCK & CO. INC.; WO2004/72090; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, 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.

Triethylamine (7.2 mL, 51.8 mmol) was added to a solution of piperazine-1-sulfonic acid dimethyl amide (10 g, 51.8 mmol) dissolved in 400 mL of THF. 2-chloro-5-nitropyrimidine (7.7 g, 48.3 mmol) dissolved in 20 mL of THF was added to the stirred mixture. After 24 hours stirring at room temperature (RT), THF was removed under vacuum and 600 mL of CHCl3 was added to the residue. The CHCl3 layer was washed with 0.5 N HCl and brine, dried over Na2SO4, and filtered. Solvent evaporation gave 14.1 g (92percent) of straw yellow solid 1-N,N’-dimethylsulfamoyl-4-(2-(5-nitropyrimidyl)piperazine. The structure was confirmed by 1H-NMR. 1H NMR (CDCl3) delta9.08 (s, 2H), 4.09 (appt, J=5.13 Hz, 4H), 3.35 (appt, J=5.13 Hz, 4H), 2.87 (s, 6H).

According to the analysis of related databases, 10320-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kador, Peter F.; Jin, Hongxia; US2009/105269; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, 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, Formula: C5H3Cl2N3O, blongs to pyrimidines compound. Formula: C5H3Cl2N3O

To a mixture of 112a (253 mg, 1.1 mmol) and 112b (192 mg, 1.0 mmol) was added DMF (20 ml) and the reaction mixture was stirred at room temperature overnight. Then poured the mixyure into ice/saturated sodium bicarbonate solution (40 ml). The precipitated solid was collected by filtration and washed with water. The solid was taken in DMF (10 ml) and added gl. acetic acid (10 drops). The reaction mixture was stirred at room temperature overnight and processed as above. The solid thus obtained (223 mg) was taken in dichloromethane (10 ml) and treated with DDQ (138 mg, 0.6 mmol) at room temperature for 1 hr. The reaction mixture was diluted with chloroform (30 ml) and washed with saturated sodium bicarbonate solution (50 ml). Separated the organic layer, and the aqueous layer was extracted with EtOAc (50 ml). Combined the organic layers, dried (Na2SO4), filtered and concentrated to provide 112c which was taken further without any purification.

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; SOUTHERN RESEARCH INSTITUTE; ARASAPPAN, Ashok; NJOROGE, F., George; BENNETT, Frank; GIRIJAVALLABHAN, Vinay, M.; HUANG, Yuhua; HUELGAS, Regina; PIWINSKI, John, J.; SHIH, Neng-Yang; VERMA, Vishal; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; KWONG, Cecil, D.; ANANTHAN, Subramaniam; CLARK, Jeremy; GENG, Feng; KEZAR, Hollis, S., III.; MADDRY, Joseph, A.; REYNOLDS, Robert, C.; ROYCHOWDHURY, Abhijit; SECRIST, John, A., III.; FOWLER, Anita, T.; WO2010/22121; (2010); A1;,
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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. 4595-61-3, name is Pyrimidine-5-carboxylic acid, molecular formula is C5H4N2O2, 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. Safety of Pyrimidine-5-carboxylic acid

Example 1.32: Preparation of (tf)-(5-(4-(2-(2-Methylpyrrolidin-l- yl)ethyl)phenyl)isoindolin-2-yl)(pyrimidin-5-yl)methanone (Compound 29).In a 10 mL microwave vial were placed (R)-5-(4-(2-(2-methylpyrrolidin-l- yl)ethyl)phenyl)isoindoline (0.100 g, 0.326 mmol), pyrimidine-5-carboxylic acid (0.0607 g, 0.489 mmol), triethylamine (0.0910 mL, 0.653 mmol), PS-carbodiimide (1.02 g, 1.63 mmol), and CH2Cl2 (3 mL). The reaction was heated under microwave irradiation at 1200C for 1 h. The mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by HPLC to give the TFA salt of the title compound as a white solid (0.060 mg). LCMS m/z = 413.2 [M+H]+; 1H NMR (400 MHz, Methanol-*/,) delta ppm 1.26-1.31 (m, 3H), 1.48 (dd, J = 6.44, 3.66 Hz, 4H), 2.10 (s, 2H), 3.03-3.18 (m, 2H), 3.44-3.58 (m, IH), 3.69-3.80 (fn, IH), 4.91-4.96 (m, IH), 4.96-5.00 (m, IH), 5.01-5.08 (m, 2H), 7.34-7.50 (m, 4H), 7.54-7.67 (m, 4H), 9.10 (s, 2H), 9.30 (s, IH).

With the rapid development of chemical substances, we look forward to future research findings about 4595-61-3.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (2009); A1;,
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Pyrimidine – Wikipedia