Tag: M.W:100-200

Electric Literature of 157335-97-2, 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.157335-97-2, name is 5-Bromo-4,6-dimethylpyrimidine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

5-{[tert-Butyl(d imethyl)silyl]oxy}-2-(4 ,4,5,5-tetramethyl-1 ,3 ,2-dioxaborolan-2- yl)benzonitrile (C15) (4.05 g, 11.3 mmol) was combined with 5-bromo-4,6-dimethylpyrimidine hydrobromide (7.16 g, 26.7 mmol) and potassium phosphate (7.03 g, 33.1 mmol) in 2-methyltetrahydrofuran (20.2 mL) and water (16.2 mL). [2-(Azanidyl-KN)biphenyl-2-yl- K02](chloro)[dicyclohexyl(2,6-dimethoxybiphenyl-2-yl)-A5-phosphanyl]palladium (prepared from biphenyl-2-am me and dicyclohexyl(2,6-dimethoxybiphenyl-2-yl)phosphane (S-Phos) according to the procedure of S. L. Buchwald et al., J. Am. Chem. Soc. 2010, 132, 14073-14075) (0.20 g, 0.28 mmol) was added, and the reaction mixture was heated to reflux for 18 hours. It was thencooled to room temperature, and the organic layer was extracted with aqueous hydrochloric acid (2 N, 2 x 20 mL). The combined extracts were adjusted to a pH of roughly 6 – 7 with 2 M aqueous sodium hydroxide solution, and then extracted with ethyl acetate. These combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solids were triturated with hot heptane to afford the product as a tan solid. Yield: 1.86g, 8.26 mmol, 73%. H NMR (400 MHz, DMSO-d6) oe 10.48 (s, 1H), 8.94 (s, 1H), 7.36 (d, J=8.4 Hz, 1H), 7.31 (d, J=2.5 Hz, 1H), 7.23 (dd, J=8.5, 2.6 Hz, 1H), 2.18 (s, 6H).

Statistics shows that 157335-97-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-4,6-dimethylpyrimidine.

Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 20737-41-1, Adding some certain compound to certain chemical reactions, such as: 20737-41-1, name is 4-Aminopyrimidine-5-carboxylic acid,molecular formula is C5H5N3O2, 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 20737-41-1.

Example 90; N-Methyl-4-(2-(2-oxoindolin-5-ylamino)-5-(trifluoromethyl)pyridin-4-ylamino)pyrimidine-5-carboxamide; 4-Amino-7V-metb.ylpyrimidine-5-carboxamide; To the mixture of 4-aminopyrimidine-5-carboxylic acid (0.75 g, 5.39 mmol), methylamine hydrogen chloride (0.44 g, 1.2 eq), EDC (1.67 g, 1.5 eq), HOBt (0.87 g, 1.2 eq) in DMF (2OmL) was added DIEA (3.8 mL, 4.0 eq). The mixture was stirred at room temperature overnight. The crude was concentrated and dissolved in EtOAc. It was washed with saturated NaHCO3 solution. The solvent was removed and the crude was purified by silica gel chromatography (0%~20% MeOH/DCM) to obtain the desired product 4-amino-N-methylpyrimidine-5-carboxamide (0.701 g, isolated yield 85%).

According to the analysis of related databases, 20737-41-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2008/115369; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 6299-25-8, 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. 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine, molecular formula is C5H4Cl2N2S, 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.

[00230] Reagents[00231] Experimental procedure:? ; Take ammonia in THF into a 2 L autoclave and add 4, 6-dichloro-2-(Methylthio) pyrimidine slowly.? Heat the reaction mixture to 50-60 C and maintain the reaction at 50-60 C for 3-4 hours (Inbuilt pressure 7- 8 Kg/cm ).? Check the progress of the reaction by TLC. Upon completion, the reaction was brought to 25-35 C.? Concentrate the reaction mixture under vacuum.? Charge Hexane and stir for 30-45 minutes at 25-35 C.? Filter the solid and wash the solid with Hexane.? Wash the solid with water (2X400 mL).? Dry the solid at 25-35 C till M.C reaches to less than 2%.Yield 352.0 g% of Yield: 97.77%.Purity by HPLC: 99.07%.Other suitable conditions such as ammonia in MeOH or dioxane could be used accordingly when different analogs are used. Example 1- 2. Preparation of 4-Amino-6-chloro-2- meth lthio)pyrimidine, 6.1

According to the analysis of related databases, 6299-25-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KINAGEN, INC.; MURPHY, Eric, A.; CHERESH, David, A.; ARNORD, Lee, Daniel; WO2011/97594; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 42839-04-3, 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 42839-04-3, name is 4-Cyanopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

After dissolving 5.0g (47.6 mmol) of 2-cyanopyrimidine in 100 ml of ethanol at room temperature, 20ml (475.7 mmol) of hydrazine hydrate was added thereto and stirred at room temperature for about two days. After completion of the reaction, the reaction product was concentrated under reduced pressure, and then extracted with 100 ml of salt water and 200 ml of dichloromethane to obtain an organic layer, which was then dried using magnesium sulfate and distilled under reduced pressure. The resulting product was separated and purified using column chromatography to obtain 3.0g (21.9 mmol, Yield 46percent) of Intermediate 40(2). LC-MS m/z = 138(M+H)+

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 42839-04-3, 4-Cyanopyrimidine.

Reference:
Patent; Samsung Display Co., Ltd.; Choi, Jong-Won; Park, Bum-Woo; Lee, Sun-Young; Choi, Wha-Il; Kim, So-Yeon; Lee, Ji-Youn; Kwak, Yoon-Hyun; EP2706064; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 43212-41-5, 2,4-Dichloro-6-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, 43212-41-5, blongs to pyrimidines compound. name: 2,4-Dichloro-6-methoxypyrimidine

Example I.3 2,4-Dichloro-6-trichloromethoxypyrimidine 303 g (4.27 mol) of chlorine were passed into a mixture of 209 g (1.168 mol) of 2,6-dichloro-4-methoxypyrimidine and 2 g (0.012 mol) of alpha,alpha’-azoisobutyronitrile while stirring at 80 C. for hour, at 100 C. for hour, at 120 C. for 3 hours and at 150 C. for 3 hours and subjecting to UV irradiation, with monitoring of the progress of the reaction by gas chromatography. The reaction mixture was then distilled under reduced pressure. 241.3 g (73% of theory) of the title compound of boiling point 87-88 C./0.4 mbar, melting point 55-56 C. were obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,43212-41-5, its application will become more common.

Reference:
Patent; BASF Aktiengesellschaft; US5237063; (1993); A;,
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. 308348-93-8, name is Methyl 2-aminopyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., SDS of cas: 308348-93-8

Methyl 2-aminopyrimidine-5-carboxylate (300 mg, 2.0 mmol) was diluted in methanol (5 mL) containing a few drops of water. Lithium hydroxide (122 mg, 5.1 mmol) was added, and the reaction mixture was stirred at 60 C overnight. The mixture was concentrated under reduced pressure, then diluted in water and adjusted to pH 4 with 1 M HCI. 2- Aminopyrimidine-5-carboxylic acid precipitated as a white solid, which was isolated by vacuum filtration (244 mg, 90%): 1 H NMR (DMSO-cfe) delta: 12.73 (1 H, br s), 8.63 (2H, s), 7.44 (2H, br s).

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, 308348-93-8, Methyl 2-aminopyrimidine-5-carboxylate.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCOTT, William; LIU, Ningshu; MOeWES, Manfred; WO2012/62748; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 62802-42-0, 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.62802-42-0, name is 2-Chloro-5-fluoropyrimidine, molecular formula is C4H2ClFN2, molecular weight is 132.5235, as common compound, the synthetic route is as follows.

2 -chloro-5-fluoropyrimidine (50 g, 378.0 mmol) was stirred in a solution of HBr in AcOH (33 wt %, 250 mL) at 40 C for 16 h. The reaction mixture was then cooled to room temperature and the precipitate was collected by filtrate. The filter cake was dissolved in EtOAc (500 mL) and basified to pH = 9 with saturated Na2C03. The resulting mixture was extracted with EtOAc (500 mL x 2). The combined organic layers were washed with brine (100 mL x 3), dried over anhydrous Na2S04 and then concentrated in vacuo. PE (20 mL) was added into the residue and the precipitate was collected by filtration, then dried in vacuo to give 2303-A (35.0 g, 53%) as a light brown solid. MS 177.2 [M+H]+.

Statistics shows that 62802-42-0 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; RODIN THERAPEUTICS, INC.; FULLER, Nathan, Oliver; LOWE, John, A., III; (0 pag.)WO2020/14605; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, 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, Product Details of 16019-33-3, blongs to pyrimidines compound. Product Details of 16019-33-3

1 g of 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde was dissolved in 20 mL of THF, and the reactor was cooled to -78 C. 4.36 mL of a methylmagnesium bromide diethyl ether solution (3 mol/L) was slowly added dropwise dropwisely thereto. At the same temperature, the mixture was stirred for 1 hour, and a saturated aqueous ammonium chloride solution was slowly added thereto to terminate the reaction. The reaction mixture was stirred at room temperature for 10 minutes and placed in a separatory funnel, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, and then dried over sodium sulfate to remove the solvent. The residue was purified by basic silica gel chromatography (hexane/ethyl acetate=1/0->3/1), thereby obtaining 446 mg of the title compound. (1322) Physical Properties: m/z [M+H]+ 207.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; MIYAZAKI, Isao; SHIMAMURA, Tadashi; KATO, Masanori; FUJITA, Hidenori; IGUCHI, Satoru; (161 pag.)US2018/9818; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 39906-04-2, 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 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 5-amino-4,6-dichloro-2-methyl-pyrimidine (5.6mmol) in acetonitrile (20mL), Cs2CO3 (11.2mmol) and the suitable arylisothiocyanate (5.6mmol) were added. The suspension was stirred at 50C until disappearance (5-30h) of the starting materials (TLC monitoring: eluting system ciclohexane/ethyl acetate 7:3). Then, another 50mL of acetonitrile was added and the suspension was heated at 50C and filtered while hot. The filtrate, after the addition of 5g of silica gel (70-230 mesh), was stirred at room temperature for 20min and filtered. The solvent was removed in vacuum, and the residue was collected and recrystallized.

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 39906-04-2, 4,6-Dichloro-2-methylpyrimidin-5-amine.

Reference:
Article; Varano, Flavia; Catarzi, Daniela; Squarcialupi, Lucia; Betti, Marco; Vincenzi, Fabrizio; Ravani, Annalisa; Varani, Katia; Dal Ben, Diego; Thomas, Ajiroghene; Volpini, Rosaria; Colotta, Vittoria; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 105 – 121;,
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. 3993-78-0, name is 2-Amino-4-chloropyrimidine, molecular formula is C4H4ClN3, 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. SDS of cas: 3993-78-0

THF (20 mL) was added to a mixture of 4-chloro-2-aminopyrimidine (500 mg, 3.87 mmol) and N-Boc piperazine (7.21 g, 38.7 mmol). The reaction was stirred at 70 C. overnight. After cooling, the solvent was removed in vacuo and the remaining residue purified by silica gel chromatography (1:1 petroleum ether:ethyl acetate) to give tert-butyl 4-(2-aminopyrimidin-4-yl)piperazine-1-carboxylate (650 mg, 2.33 mmol, 60% yield). MS (ESI) calcd for C13H21N5O2: 279.2.

With the rapid development of chemical substances, we look forward to future research findings about 3993-78-0.

Reference:
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia