Category: pyrimidines

Adding a certain compound to certain chemical reactions, such as: 1207518-63-5, Methyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate, 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, 1207518-63-5, blongs to pyrimidines compound. name: Methyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Example 44; (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanol (44.1); To a suspension of 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid methyl ester (example 43) (1.0 g, 4.716 mmol) in dichloromethane (60.0 mL) cooled to -780C, is added a solution of DIBAL-H (1.0 M in toluene, 14.15 mL, 14.15 mmol) dropwise. The resulting solution is stirred at -780C for 2 h and then at room temperature until TLC analysis indicates complete consumption of intermediate 43.2 (3 h). The reaction is quenched with aqueous NH4CI and stirred for 10 min. The salts separated are filtered off and the filtrate is washed with water, brine, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude residue is impregnated over silica gel using methanol and the impregnated silica gel is loaded onto a silica gel column. Elution with a solvent gradient of CH2CI2 : MeOH = 90: 10 followed by evaporation of the eluted solvent gives intermediate 44.1 as a brown solid. 1H NMR (400 MHz, CDCI3): delta 12.35 (brs, 1 H), 8.54 (s, 1 H), 7.54 (s, 1 H), 5.01 (t, J = 5.07 Hz, 1 H), 4.75 (d, J = 5.07 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1207518-63-5, its application will become more common.

Reference:
Patent; NOVARTIS AG; CHEN, Yen-Liang; DURAISWAMY, Jeyaraj; KONDREDDI, Ravinder Reddy; YIN, Zheng; WO2010/15637; (2010); A1;,
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Application of 1753-50-0, 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.1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.54, as common compound, the synthetic route is as follows.

To a stirred solution of compound NX (4.9 g, 18.14 mmol) and 2-chloropyrimidine-5-carbonitrile (2.5 g, 18.14 mmol) in EtOH (100 mL), DIPEA (9.8 mL, 54.42 mmol) was added and the reaction mixture was stirred at 80 C for 12 h. The progress of the reaction was monitored by TLC and LCMS. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was diluted with water and extracted with EtOAc (200 mL x 3). The combined organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (15-30% EtOAc/hexane) to afford compound NY (5.0 g, 74.0%) as an off-white solid. LC-MS: m/z 374.15 [M+H]+.

Statistics shows that 1753-50-0 is playing an increasingly important role. we look forward to future research findings about 2-Chloropyrimidine-5-carbonitrile.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
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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. 23906-13-0, name is 2-Hydrazinyl-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C6H10N4

II) The control compound DYMDAB was obtained by refluxing an equimolar mixture of 4-dimethylaminobenzaldehyde with 3, 5-dimethyl 2-hydrazino pyrimidine (Scheme 2) in 10 mL methanol for 6 h, leading to light yellow shiny particles, which were filtered, washed with methanol and dried in vacuum.

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Reference:
Article; Makhal, Subhash Chandra; Bhattacharyya, Arghyadeep; Ghosh, Soumen; Guchhait, Nikhil; Journal of Photochemistry and Photobiology A: Chemistry; vol. 358; (2018); p. 138 – 146;,
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Reference of 131860-97-4, 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 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 25 A mixture of 2-cyanophenol (39.7 g), potassium carbonate (62.2 g), polyethylene glycol 400 (60.0 g), (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (98.3 g) and toluene (130 g) was heated at 105 C. for 16 hours. (E)-methyl 2-[2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate was produced (89.5 area %).

According to the analysis of related databases, 131860-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZENECA Limited; US6153750; (2000); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 353272-15-8, 6-Chloro-5-iodopyrimidin-4-amine, 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, Recommanded Product: 353272-15-8, blongs to pyrimidines compound. Recommanded Product: 353272-15-8

To a degassed solution of Example 1A (400 mg, 1.6 mmol) in N,N-dimethylformamide (6 mL) was added copper (I) iodide (120 mg, 0.63 mmol) and triethylamine (2 mL, 14.33 mmol). The mixture was degassed for 5 minutes and tert-butyl 4-ethynylpiperidine-1-carboxylate (1.67 g, 7.98 mmol) and bis(triphenylphosphine) palladium(II)chloride (220 mg, 0.31 mmol) were added. The mixture was stirred at room temperature for 3 hours and diluted with water and extracted with ethyl acetate. The ethyl acetate layers were washed with water and brine, dried over sodium sulfate, filtered, and concentrated. Purification by column chromatography (silica gel, 30% ethyl acetate in hexane) afforded the title compound. LCMS: 337.1 (M+1)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,353272-15-8, 6-Chloro-5-iodopyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Florjancic, Alan S.; Tong, Yunsong; Penning, Thomas D.; Souers, Andrew J.; Goswami, Rajeev; US2014/275004; (2014); A1;,
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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. 89283-48-7, name is 4-Chloro-6-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 4-Chloro-6-(methylthio)pyrimidine

mCPBA (5.6 g, 32.6 mmol) was added to a stirred mixture of 4-chloro-6- (methylthio)pyrimidine (3.5 g, 21.7 mmol) in DCM (100 mL). The resulting mixture was stirred for 1 hour at rt, quenched by the addition of aqueous NaHCCh (10%, 100 mL), and extracted with DCM (3 x 50 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous NaiSCL, filtered, and concentrated under vacuum. The residue was purified by column chromatograph (EA in PE from 0% to 20%) to afford 4-chloro-6- (methylsulfmyl)pyrimidine (2.8 g, 73% yield) as a yellow solid. LCMS (m/z) 177 (M+H)+, retention time: 0.345 min, LC/MS Method 20.

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, 89283-48-7, 4-Chloro-6-(methylthio)pyrimidine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; FOX, Ryan Michael; HARRIS, Philip Anthony; HOLENZ, Joerg; SEEFELD, Mark Andrew; ZHOU, Ding; (119 pag.)WO2019/130230; (2019); A1;,
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Reference of 37131-87-6, 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. 37131-87-6, name is 5-Bromopyrimidine-2-carboxylic acid. A new synthetic method of this compound is introduced below.

To a solution of 5-bromo-2-pyrimidine carboxylic acid (6 g, 29.6 mmol) in MeOH (300 mL) was added Et3N (5.98 g, 59.2 mmol). The mixture was cooled to 0 degrees Celsius, and sulfonyl chloride (5.3 g, 44.4 mmol) was added dropwise to the solution. After addition, the mixture was stirred at rt for 12 hours. The solvent was removed and the residue was dissolved in ethyl acetate. The organic layer was washed with sodium bicarbonate, brine, and dried with sodium sulfate. The solvent was removed to give the pure product. MS: calc’d 217 (MH+), exp 217 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,37131-87-6, 5-Bromopyrimidine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Liang, Chungen; Tang, Guozhi; Wong, Jason Christopher; Wu, Xihan; Zhang, Zhenshan; US2010/216806; (2010); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 684220-30-2, 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. 684220-30-2, name is 4,6-Dichloropyrimidine-2-carboxylic acid, molecular formula is C5H2Cl2N2O2, 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.

As shown in Scheme 3, a sealed pressure bottle containing compound 15(Aldrich, 1 g, 5.2 mmol), compound 16 ( 1.62 g, 5.4 mmol), PdCl2(PPh3)2 (290 mg, 0.41 mmol), and Cs2C03 (3.4 g, 10.4 mmol) in DME ( 16 mL), ethanol (8 mL), and H20 (16 mL) was heated at 60C for 3 h. After cooling, the mixture was diluted with EtOAc (200 mL) and brine (100 mL). After separation, the organic layer was dried with a2S04, filtered, and concentrated under reduced pressure to give compound 17 as yellow solid.

According to the analysis of related databases, 684220-30-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PURDUE PHARMA L.P.; SHAO, Bin; WO2013/72758; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 17758-11-1, 5-Bromo-2-ethoxypyrimidine, 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: 17758-11-1, blongs to pyrimidines compound. SDS of cas: 17758-11-1

46B. methyl 3-(4-bromo-3-((2-ethoxypyrimidin-5-yl) amino) phenyl) pentanoate (Absolute Stereochemistry not Determined) To a stirred solution of 46A Enantiomer 1 (2 g, 6.98 mmol), 5-bromo-2-ethoxypyrimidine (1.844 g, 9.08 mmol), Xantphos (0.606 mg, 1.048 mmol) and Cs2CO3 (6.84 g, 20.96 mmol) in 1,4-Dioxane (30 mL), argon gas was bubbled for 5 min. Then Bis(dibenzylideneacetone)palladium (0.200 g, 0.35 mmol) was added and argon gas was bubbled for another 5 min. The reaction mixture was heated at 110 C. for 16 h in a sealed tube. Then the reaction mixture was cooled to room temperature and evaporated under reduced pressure to afford a residue. The residue was reconstituted in a mixture of ethyl acetate (100 mL) and water (50 mL). The organic layer was separated and aqueous layer was extracted with ethyl acetate (2*100 mL). The combined organic layer was washed with water (50 mL), brine (50 mL), dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give the crude material, which was purified via flash silica gel column chromatography to afford 46B (yellow oil, 2 g, 4.60 mmol, 65.9% yield). LC-MS Anal. Calc’d for C18H22BrN3O3, 407.084 found [M+3]410.2, Tr=2.240 min (Method BB).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17758-11-1, 5-Bromo-2-ethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Balog, James Aaron; Seitz, Steven P.; Nara, Susheel Jethanand; Roy, Saumya; Thangathirupathy, Srinivasan; Thangavel, Soodamani; Sistla, Ramesh Kumar; US2020/69646; (2020); 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. 98141-42-5, name is 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 98141-42-5

[0233] A mixture of 4,6-dichloro-l-methyl-lH-pyrazolo[3,4-d]pyrimidine (300 mg, 1.50 mmol), 4-(lH-pyrazol-4-yl)aniline (235, 1.50 mmol), and iPr2NEt (0.52 mL, 0.74 mmol) in DMF (3.0 mL) was heated at 100 C for 5h, cooled to rt, and diluted with water. The precipitate formed was collected by filtration and washed with water and dried in vacuo to provide the title compound (470 mg, 98%). 1H NMR (400 MHz, DMSO-i/6) delta 12.95 (s, 1H), 10.48 (s, 1H), 8.26 (d, J= 61.6 Hz, 2H), 7.95 (s, 1H), 7.84 – 7.51 (m, 4H), 3.91 (s, 3H). MS (ES+) m/e 326 (M+H)+.

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Reference:
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; KIM, Ji-In; POYUROVSKY, Masha; LIU, Kevin; BARSOTTI, Anthony; MORRIS, Koi; (344 pag.)WO2016/210330; (2016); A1;,
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