Analyzing the synthesis route of 6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one

According to the analysis of related databases, 108831-66-9, the application of this compound in the production field has become more and more popular.

Related Products of 108831-66-9, Adding some certain compound to certain chemical reactions, such as: 108831-66-9, name is 6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one,molecular formula is C7H6N2OS, 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 108831-66-9.

[00127] To a solution of 6-methylthieno [2,3-d]pyrimidin-4(3H)-one (1.0 g, 6.02 mmol) in acetic acid (20 mL) was added bromine (0.46 mL, 18.05 mmol) drop-wise at room temperature. The reaction mixture was stirred at the same temperature for 16 h. After completion of the reaction, the reaction mixture was concentrated, the residue was diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate (3 x 100 mL). The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated to get crude product which was purified by silica gel column chromatography using 8% methanol in dichloromethane to afford the title compound 5-bromo-6-methylthieno [2,3-d]pyrimidin- 4(3H)-one(0.54 g, 36.7% yield) as off white solid. [00128] Calculated (M+H): 244.93; Found (M+H): 245.1.

According to the analysis of related databases, 108831-66-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LUC THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITI, Frank, S.; FANGER, Christopher; (59 pag.)WO2017/100599; (2017); A1;,
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New downstream synthetic route of 4,6-Dichloropyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 1193-21-1.

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. 1193-21-1, name is 4,6-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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. Computed Properties of C4H2Cl2N2

Step 1: 6-chloropyrimidin-4-amine Intermediate 14 4,6-Dichloropyrimidine (7.5 g, 50 mmol) was suspended in ammonium hydroxide (64 mL) in a sealed tube. The tube was sealed and heated at 100 C. in an oil bath overnight. The reaction mixture was cooled to rt. The solid was removed by filtration, washed with water and dried under high vacuum to afford 6-chloropyrimidin-4-amine (5.23 g, 80%) LC-MS (AA) ES+ 130.

With the rapid development of chemical substances, we look forward to future research findings about 1193-21-1.

Reference:
Patent; Millennium Pharmacuticals, Inc.; US2012/15943; (2012); A1;,
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Extracurricular laboratory: Synthetic route of 6-Chloropyrimidine-2,4(1H,3H)-dione

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, 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, COA of Formula: C4H3ClN2O2, blongs to pyrimidines compound. COA of Formula: C4H3ClN2O2

1-Bromo-2-butyne (9.4 mL, 0.11 mol) was added to a mixture of 6-chloropyrimidine-2,4(1H,3H)-dione (14.6 g, 0.1 mol), ethyldiisopropylamine (15 mL, 0.15 mol) and 250 mL of N,N-dimethylformamide. The reaction mixture was stirred overnight at ambient temperature. For work-up, the reaction mixture was diluted with approximately 300 mL of water. The light precipitate formed was suction filtered and washed with water. The filter cake was washed with diethyl ether and dried to give 1-(but-2-yn-1-yl)-6-chloropyrimidine-2,4(1H,3H)-dione (9) as a yellow powder (17 g, yield 85%). 1H NMR (400 MHz, CDCl3) delta 5.91 (s, 1H), 4.75 (d, J = 2.0 Hz, 2H), 1.82 (t, J = 2.0 Hz, 3H). ESI-MS calculated for (C8H8ClN2O2) [M + H]+, 199.03, found 199.0.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhao, Xin; Zhang, Guicheng; Tu, Zhengchao; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Wang, Shanchun; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 68; (2013); p. 312 – 320;,
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The important role of 2,4-Diamino-6-ethoxypyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 116436-03-4.

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 116436-03-4, name is 2,4-Diamino-6-ethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 116436-03-4

General procedure: A solution of 6-morpholinopyrimidine-2,4-diamine 1a (5.0 g, 25.6 mmol) and potassium thiocyanate (14.9 g, 0.15 mol) in DMF (120 ml) was heated at 65 C. Pyridine (4.14 ml, 51.2 mmol) was added and the solution cooled to 5 C. Bromine (1.31 ml, 25.6 mmol) was added slowly and the reaction mixture stirred for 2 h at 5-10 C. The reaction mixture was poured into ice-water (100 ml) and stirred for 1 h. The volatiles were removed under reduced pressure and the resulting solid was diluted with water, filtered and dried. The crude solid was purified by flash chromatography on silica gel (CH2Cl2/MeOH 30:1) to yield the title compound as white solid (3.61 g, 56%).

With the rapid development of chemical substances, we look forward to future research findings about 116436-03-4.

Reference:
Article; Jang, Mi-Yeon; Jonghe, Steven De; Segers, Kenneth; Anne, Jozef; Herdewijn, Piet; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 702 – 714;,
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Analyzing the synthesis route of 588-36-3

According to the analysis of related databases, 588-36-3, the application of this compound in the production field has become more and more popular.

Synthetic Route of 588-36-3, Adding some certain compound to certain chemical reactions, such as: 588-36-3, name is 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine,molecular formula is C6H9N3OS, 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 588-36-3.

To a stirred solution of (4-amino-2-(methylthio)pyrimidin-5-yl)methanol (3.05 g, 17.81 mmol) in dichloromethane (150 mL) was added manganese dioxide (12.5 g, 144 mmol) and the mixture was stirred overnight. The mixture was filtered through a pad of Celite and the filter cake was washed with dichloromethane (150 mL, 2X) and the filtrate was concentrated to give 4-amino-2-(methylthio)pyrimidine-5-carbaldehyde (1 .76 g, 10.40 mmol, 58 % yield) as a white solid. The Celite filter cake was further washed with methanol (150 mL). This filtrate was evaporated to dryness to give 4-amino-2-(methylthio)pyrimidine-5-carbaldehyde (486 mg, 2.87 mmol, 16 % yield) as a light gray solid. 1H NMR (400 MHz, CD3SOCD3) delta 3.34 (s, 3 H), 8.03 (br s, 1 H), 8.31 (br s, 1 H), 8.58 (s, 1 H), 9.77 (s, 1 H); LC-MS (LC-ES) M+H = 170.

According to the analysis of related databases, 588-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, Dave Norman; SHEARER, Barry George; YOUNGMAN, Mark Andrew; (214 pag.)WO2018/229629; (2018); A1;,
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Analyzing the synthesis route of 2-Methyl-4,6-dichloropyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-26-3, its application will become more common.

Synthetic Route of 1780-26-3 ,Some common heterocyclic compound, 1780-26-3, molecular formula is C5H4Cl2N2, 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.

Into aclean and dry 5 L 4 N round bottom flask connected to a mechanical stirrer and equipped with a condenser and thermometer socket is charged under stirring, 200 g of 2-amino-thiazole-N-(2-chloro-6-methylphenyl)-5-carboxamide, 146 g of 4,6-dichloro-2-methylpyrimidine and 2 L of THF under a nitrogen atmosphere. After clear solution, cooled the mass temperature to 10-20 C. Added 30 % sodium-t-butoxide solution to the reaction mass over a period of 60-75 min at 10-20 C and brown coloured solution formation is observed. Raised the reaction mass temperature to 25-30 C and maintained the mass temperature to 25-30 C for 90-120 min. After HPLC compliance cooled the mass temperature to 0-5 C and added 2 N HCl solution to the reaction mass over a period of 60-90 min at 0-5 C. Maintained the mass temperature at 0-5 C for 105-120 min and transferred the reaction mass into a Buchner funnel and flask kept under plant vacuum. Washed the wet cake with 600.0 mL of water and dried the wet material in a drier at 60-65 C for 8-10 h gave 210.0 g of the title compound with purity above 99 %. Off white colour solid; Elemental analysis C16H13N5OSCl2calcd (found) %: C 48.74 (48.91), H 3.32 (3.45), N 17.76 (15.97),O 4.06 (4.24), S 8.13 (8.29). IR (KBr, numax, cm-1): 3424.28,3241.22, 2876.23-2789.82, 1638.82, 770.36; 1H NMR (400MHz, DMSO-d6): delta2.247 (s, 3H, -CH3), 2.594 (s, 3H, -CH3),6.952 (s, 1H, ArH), 7.252-7.314 (m, 2H, ArH), 7.403-7.422(dd, 1H, ArH), 8.320 (s, 1H, ArH), 10.030 (s, 1H, -NH), 12.251(s, 1H, -NH); 13C NMR (100 MHz, DMSO-d6): delta167.38, 161.23,159.52, 158.48, 157.51, 140.76, 138.74, 133.28, 132.35, 129.02,128.24, 127.18-126.99, 103.40, 66.97, 25.12, 18.23; ESI-MS(m/z): 394.14 (M+1), 396.15 (M+3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-26-3, its application will become more common.

Reference:
Article; Buchappa; Sagar Vijay Kumar; Durga Prasad; Aparna; Asian Journal of Chemistry; vol. 30; 7; (2018); p. 1621 – 1628;,
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The important role of 2,5,6-Trichloropyrimidin-4-amine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28969-60-0, its application will become more common.

Related Products of 28969-60-0 ,Some common heterocyclic compound, 28969-60-0, molecular formula is C4H2Cl3N3, 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.

EXAMPLE A5 To a flask under argon was added 4-amino-2,5,6-trichloropyrimidine (0.08564 mol), 4-amino-benzonitrile (0.1071 mol), 1-methyl-2-pyrrolidinone (17 ml) and HCl in diethylether (1M; 85.6 ml). The mixture was placed in an oil bath at 130 C. under a stream of nitrogen until the ether was gone. An additional 10 ml of 1-methyl-2-pyrrolidinone was added. The mixture was heated at 145 C. for 16 hours under argon. 1,4-Dioxane was added. The mixture was refluxed, cooled, then filtered. The filtrate was evaporated. The residue was dissolved in CH2C1-2, washed with 1 N NaOH, then filtered. The solid was dissolved in 2-propanone, evaporated onto silica gel, and chromatographed using 1-3% 2-propanone in hexane as eluent. The pure fractions were collected and the solvent was evaporated, yielding 1.63 g (6.8%) of 4-[(4-amino-5,6-dichloro-2-pyrimidinyl)amino]benzonitrile (interm. 12).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28969-60-0, its application will become more common.

Reference:
Patent; Kukla, Michael Joseph; Ludovici, Donald William; Kavash, Robert William; De Corte, Bart Lieven Daniel; Heeres, Jan; Janssen, Paul Adriaan Jan; Koymans, Lucien Maria Henricus; de Jonge, Marc Rene; Van Aken, Koen Jeanne Alfons; Krief, Alain; US2003/186990; (2003); A1;,
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Application of 20781-06-0

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, 20781-06-0, 2,4-Diaminopyrimidine-5-carboxaldehyde.

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. 20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 2,4-Diaminopyrimidine-5-carboxaldehyde

EXAMPLE 10 2,7-Diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine (Prepared by the method of U.S. Pat. No. 3,534,039). To a solution of sodium 2-ethoxyethoxide prepared from 0.14 g of sodium and 60 mL of 2-ethoxyethanol was added 2.07 g of 2,4-diamino-5-pyrimidinecarboxaldehyde, and 2.79 g of 2,6-dichlorophenylacetonitrile. The mixture was heated at reflux for 4 hours, allowed to cool to room temperature, and the precipitated product was filtered and washed with diethyl ether to give 2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]-pyrimidine, mp 325-332 C.

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, 20781-06-0, 2,4-Diaminopyrimidine-5-carboxaldehyde.

Reference:
Patent; Warner-Lambert Company; US5620981; (1997); A;,
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A new synthetic route of 16462-27-4

With the rapid development of chemical substances, we look forward to future research findings about 16462-27-4.

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 16462-27-4, name is 2,4-Diaminopyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H5N5

[0132] To a solution of 2,4-diaminopyrirnidine-5-carbonitrile (145 mg, 1.07 mmol) in 1,4- dioxane (20 mL) was added l-(2-(3-bromophenoxy)ethyl)rhoyrrolidine (290 mg, 1.07 mmol), Cs2CO3 (1.43 g, 4.4 mmol), Pd2(dba)3 (92 mg, 0.1 mmol), and 4,5-bis(diphenylphosphino)- 9,9-dimethyxanthene (Xant Phos, 174 mg, 0.3 mmol). The mixture was heated under reflux for 4 h under Ar. The solid was filtered off and the filtrate washed with brine (1 x 100 mL). The organic solution was separated and dried (Na2SO4). The solvent was removed until 5 mL and hexane (50 mL) was added, the solid was collected by filtration. The crude product was purified by HPLC and afforded the title intermediate 22 (55 mg, 16%).

With the rapid development of chemical substances, we look forward to future research findings about 16462-27-4.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
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The important role of 6622-92-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6622-92-0, 2,6-Dimethylpyrimidin-4-ol, and friends who are interested can also refer to it.

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.6622-92-0, name is 2,6-Dimethylpyrimidin-4-ol, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.category: pyrimidines

SYNTHESIS EXAMPLE 1 Synthesis of N-(2-methylbenzyl)-2-(2,4-dimethyl-6-pyrimidi-nyloxy)butylamide (Compound No. 96) To 50 ml of acetone were dissolved 2.6 g (0.021 mol) of 2,4-dimethyl-6-hydroxypyrimidine and 5.2 g (0.091 mol) of N-(2-methylbenzyl)-2-bromobutylamide, and then 3.5 g (0.025 mol) of anhydrous potassium carbonate powder was added thereto, followed by heating under reflux with stirring. The reaction solution was poured into water, and the product formed was extracted with ethyl acetate. The ethyl acetate layer was washed successively with dilute caustic soda and water and then dried over glauber’s salt. Subsequently, the solvent was distilled off and the resulting crude crystal was recrystallized from ethanol to give N-(2-methylbenzyl)-2-(2,4-dimethyl-6-pyrimidinyloxy)butylamide with m.p. 156 to 157 C. as a colorless needle crystal, at an yield of 58% relative to N-(2-methylbenzyl)-2-bromobutylamide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6622-92-0, 2,6-Dimethylpyrimidin-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; Ube Industries, Ltd.; US4747866; (1988); A;,
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