Tag: M.W:100-200

Synthetic Route of 767-15-7, 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 767-15-7 as follows.

General procedure: To a stirred mixture of 4-methylbenzaldehyde (1 mmol, 0.120 g) and N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide [TBBDA] (0.05 g, 0.09 mmol) or poly(N-bromo-N-ethyl-benzene-1,3-disulfonamide) [PBBS] (0.12 g) at room temperature, was added 2-amino-4,6-dimethylpyrimidin (1 mmol, 0.123 g). Then, indole (1 mmol, 0.12 g) was added to the mixture after 10 min. The progress of the reaction was monitored by TLC (n-hexane/acetone, 17:2). After completion of the reaction, EtOH (5 mL) was added to the reaction mixture and the colorless precipitate was filtered (after evaporation of the ethanol, cool methylene dichloride (2 mL) was added, and the catalyst was recovered), washed with EtOH and dried and purified by recrystallization from ethanol.

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:
Article; Ghorbani-Vaghei, Ramin; Shahbazi, Hajar; Toghraei-Semiromi, Zahra; Comptes Rendus Chimie; vol. 17; 2; (2014); p. 118 – 123;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1683-75-6, 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. 1683-75-6, name is 2-Amino-4-chloro-5-fluoropyrimidine, molecular formula is C4H3ClFN3, 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.

The reaction bottle was added with mechanical stirring, and then SM4 (200.0g, 0.666mol) and SM6 (98.0g, 0.666mol) were added in sequence.Palladium acetate (7.4g, 0.033mol), tripotassium phosphate trihydrate (354.0g, 1.332mol), 1,4-dioxane (1.4L) and water (0.6L).Under nitrogen protection, the reaction liquid was heated to 100C, kept under heat and stirred for 4 hours, and the final control of the sampling was completed.The reaction solution was cooled to room temperature, the layers were separated, the organic phase was concentrated, and concentrated hydrochloric acid (250 mL) was added to the concentrated residue.Water (750 mL) and activated carbon (10.0 g) were stirred at room temperature for 1 hour.Filtration, the filtrate was reduced to 0 ~ 5 , then 20% aqueous sodium hydroxide solution (1.0 L) was added dropwise, stirred, filtered,After drying, 163.0 g of light yellow solid was obtained with a yield of 85.8% and a purity of 96.8%.

According to the analysis of related databases, 1683-75-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Liu Fuping; Zhang Jingtao; Wu Liyuan; (48 pag.)CN111138413; (2020); 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below., name: 2-Chloro-5-nitropyrimidine

To a solution of 2-chloro-5-nitropyrimidine (0.200 g, 1.254 mmol) and 6-oxa-3-azabicyclo[3.1.1]heptane 4-methylbenzenesulfonate (0.394 g, 1.452 mmol) in 2Me-THF (6 mL), was added triethylamine (0.4 ml, 2.870 mmol). The reaction was stirred at rt overnight. The reaction was partitioned with DCM and water. The organic extract washed with brine and dried over sodium sulfate to give I-35C. ES/MS: 223.0.9 (M+H+). 1H NMR (400 MHz, Chloroform-d) delta 9.18 (s, 1H), 4.80 (d, J=6.6 Hz, 2H), 4.08 (d, J=13.8 Hz, 2H), 3.97 (d, J=13.9 Hz, 2H), 3.37 (q, J=7.4 Hz, 1H), 1.95 (d, J=9.2 Hz, 1H).

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, 10320-42-0, 2-Chloro-5-nitropyrimidine.

Reference:
Patent; Gilead Sciences, Inc.; Bacon, Elizabeth M.; Brizgys, Gediminas; Chin, Elbert; Chou, Cheinhung; Cottell, Jeromy J.; Link, John O.; Taylor, James G.; Tse, winston C.; Wright, Nathan E.; Yang, Zheng-Yu; Zhang, Jennifer R.; Zipfel, Sheila M.; US2018/230157; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 16462-27-4, 2,4-Diaminopyrimidine-5-carbonitrile, 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, SDS of cas: 16462-27-4, blongs to pyrimidines compound. SDS of cas: 16462-27-4

A solution of 0.41 g (2 mmol) of the compound of formula V was dissolved in methanol and 0.13 g (2 mmol) of Raney nickel (catalyst) was reacted with H2 at room temperature for 24 h, and an appropriate amount of water was added, extracted with ethyl acetate, The residue was purified by silica gel column chromatography (eluent: methanol: dichloromethane = 1: 30, v / v), and the residue was purified by silica gel column chromatography. To give a white solid (compound of formula V) in 81% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16462-27-4, 2,4-Diaminopyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; East China University of Science and Technology; Zhu Jin; Huang Jin; Chen Wenhua; Yao Xue; Ling Dazheng; Wang Manjiong; Jiang Hualiang; Li Jian; (21 pag.)CN106938997; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4994-86-9, 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 4994-86-9 as follows.

General procedure: 3-(3-(4-(aminomethyl)benzyl)isoxazol-5-yl)pyridin-2-amine diformate (Intermediate D, 80mg, 0.22mmol) was dissolved in DMSO (0.5mL). N-ethyl-N-isopropylpropan-2 -amine (83mg, 0.65mmol) and 2,6-difluoropyridine (l48mg, l .29mmol) were added and the mixture was stirred for 2h at l20C. The mixture was diluted with water (l5mL) and extracted with ethyl acetate (3 x 10 mL). The combined organic layers were washed with brine (10 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Si02, hexane/ethyl acetate) to yield N-(4-((5-(2-aminopyridin-3-yl)isoxazol-3-yl)methyl)benzyl)-6-fluoropyridin-2 -amine (47mg, 0T3mmol, 58%) as a white solid. 500 MHz NMR (DMSO-d6) d 8.08 (dd, .7= 4.8, 1.8 Hz, 1H), 7.86 (dd, J= 7.7, 1.8 Hz, 1H), 7.52 – 7.40 (m, 2H), 7.28 (s, 4H), 6.79 (s, 1H), 6.69 (dd, J= 7.7, 4.8 Hz, 1H), 6.35 (dd, J= 8.0, 2.5 Hz, 1H), 6.25 (s, 2H), 6.08 (dd, J= 7.6, 2.2 Hz, 1H), 4.38 (d, J= 6.0 Hz, 2H), 4.00 (s, 2H). MS: 376.3 [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,4994-86-9, its application will become more common.

Reference:
Patent; AMPLYX PHARMACEUTICALS, INC.; TRZOSS, Michael; COVEL, Jonathan; SHAW, Karen Joy; WEBB, Peter; (240 pag.)WO2019/113542; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22536-63-6, 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. 22536-63-6, name is 2-Chloro-4-methoxypyrimidine. A new synthetic method of this compound is introduced below.

Under an argon atmosphere, sodium hydride (100 mg) was added to a solution of 4-iodoaniline (220 mg) and 2-chloro-4-methoxypyrimidine (145 mg) in anhydrous DMF (10 ml), and the resulting mixture was stirred at 125C for 21 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 twice with water and once 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 = 10/1) to obtain N-(4-iodophenyl)-4-methoxypyrimidin-2-amine (46 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-63-6, 2-Chloro-4-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Toray Industries, Inc.; EP2039687; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 157335-97-2, name is 5-Bromo-4,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 157335-97-2

1, 1?-Bis(diphenylphosphino)ferrocene]dichloropalladium(ll)-dichloromethanecomplex (5 g, 6 mmol) was added to a degassed mixture of 2-(4-methoxy-2- methylphenyl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (30 g, 120 mmol), 5-bromo-4,6- dimethylpyrimidine (22.5 g, 120 mmol), and potassium phosphate (76.3 g, 359 mmol) in 1,4-dioxane (300 mL) and water (150 mL). The reaction mixture was heated at reflux for4 hours, whereupon it was filtered and concentrated in vacuo. Purification via silica gel chromatography (Gradient: ethyl acetate in petroleum ether) provided the product as a brown solid. Yield: 25 g, 110 mmol, 92%. LCMS m/z229.3 [M+H]. 1H NMR (300 MHz, ODd3) oe 8.95 (5, 1H), 6.94 (d, J=8.2 Hz, 1H), 6.87-6.89 (m, 1H), 6.84 (dd, J=8.3, 2.5 Hz, 1H), 3.86 (5, 3H), 2.21 (5, 6H), 1.99 (5, 3H).

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, 157335-97-2, 5-Bromo-4,6-dimethylpyrimidine.

Reference:
Patent; PFIZER INC.; GRAY, David Lawrence Firman; DAVOREN, Jennifer Elizabeth; DOUNAY, Amy Beth; EFREMOV, Ivan Viktorovich; MENTE, Scot Richard; SUBRAMANYAM, Chakrapani; WO2015/166370; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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.3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.

Under an atmosphere of nitrogen, a solution of morpholine (13.06 ml) in methylene chloride (100 ml) was added dropwise over 15 minutes to a stirred mixture of 2,4,6-trichloropyrimidine (27.52 g), triethylamine (22.1 ml) and methylene chloride (200 ml) that was cooled to a temperature between 50C and 15C. The resultant mixture was allowed to warm to ambient temperature and was stirred for 2 hours. The mixture was washed with anI0 aqueous brine solution. The organic solution was dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using increasing proportions of ethyl acetate added to a 1:1 mixture of isohexane and methylene chloride as eluent. There was thus obtained 4,6-dichloro-2-morpholinopyrimidine (6.82 g); NMR Spectrum: (DMSOd6) 3.64-3.71 (m, 8H), 6.97 (s, IH); Mass Spectrum: M+H+ 234

Statistics shows that 3764-01-0 is playing an increasingly important role. we look forward to future research findings about 2,4,6-Trichloropyrimidine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/32027; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

At room temperature, 2-chloro-5- nitropyrimidine (118 mg, 1 mmol) and benzimidazole (175.5 mg, 1.1 mmol) were dissolved in 15 ml of acetonitrile and the anhydrous potassium (414 mg, 3mmol) was added and reacted at room temperature overnight. The next day, the reaction solution was poured into water and extracted with ethyl acetate (50 * 2). The organic phase was washed twice with saturated NaCl solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to give a yellow-black solid, which was used directly in the next step without purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Ancureall Pharmaceutical (Shanghai) Co., Ltd.; SI, Jutong; JIANG, Meifeng; (136 pag.)EP3424924; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, 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, 42754-96-1, blongs to pyrimidines compound. Computed Properties of C5H2Cl2N4

This reaction was run five times with 1 g each batch. The amounts shown are a total of each of the five batches.To a solution of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (compound la) (5 g, 26.5mmol, Chemshuttle) in ACN (100 mL) was added N-bromosuccinimide (5.18 g, 29.1 mmol).The reaction was heated in a microwave at 100 C over 15 minutes. ACN was removed under vacuum. The remaining residue was partitioned between EtOAc (150 mL) and water (300mL H20 + 100 mL NaCI). The aqueous layer was extracted wit EtOAc (150 mL). Organic layers were combined, washed water (100 mL H20 + 20 mL NaCI) X 3, dried over Na2SO4, filteredand evaporated under reduced pressure. The residue was triturated with water (30 mL) x3 and dried in vacuo at 45C to afford a solid 3-bromo-4,6-dichloro-1H-pyrazolo[3,4- d]pyrimidine (compound 1) (6.5 g, 92% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42754-96-1, its application will become more common.

Reference:
Patent; UNIVERSITY OF DUNDEE; GILBERT, Ian Hugh; THOMAS, Michael George; (37 pag.)WO2016/116752; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia