Tag: M.W:200-300

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
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;,
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. 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)+.

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, 98141-42-5, 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine.

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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Pyrimidine – Wikipedia

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. 1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, the common compound, a new synthetic route is introduced below. name: Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate

A mixture of ethyl 5-chloropyrazolo[1 ,5-a]pyrimidine-3-carboxylate (677 mg, 3.00 mmol), tert15 butyl piperazine-1-carboxylate (838 mg, 4.50 mmol) and N,N-diisopropylethylamine (1.6 ml,9.0 mmol) in 2-propanol (20 ml) was ref luxed for 5 h. Upon cooling, ice water was added and the mixture was extracted with ethyl acetate (3x). The combined organic phases were filtrated through a silicone filter and concentrated to give the title compound.[C-MS (Method 1): R = 1.11 mm; MS (ESIpos): m/z = 376 [M+H]

The synthetic route of 1224944-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90213-67-5, 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 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 2,4-dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (200 mg, 0.99 mmol), (+/-)-trans-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (200 mg, 1.09 mmol) and K2C03 (273 mg, 1.98 mmol) in DMF (10 mL) was stirred at rt overnight. To the reaction mixture was added H20 (100 mL) to quench the reaction, and the mixture was extracted with EtOAc (50 mL x 3). The combined organic layers were washed with saturated brine (80 mL x 3), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo,and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 3/1) to give the title compound as a white solid (144 mg, 42 %).MS (ESI, pos. ion) m/z: 349.10 [M+Hfb.

According to the analysis of related databases, 90213-67-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); 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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,4,6-Trichloropyrimidine-5-carbaldehyde

To a solution of 2,4,6-trichloro-pyrimidine-5-carbaldehyde (3.7 g, 17.5 mmol) in EtOH (50 mL) cooled to -78 C. was added methyl hydrazine (0.93 mL, 17.5 mmol) and TEA (8 mL). The mixture was stirred for 30 minutes at -78 C then 2 hr at 0 C. The solution was concentrated in vacuo without heating. To the reduced volume solution was added EtOAc and the solution washed with a sat NaHCO3 solution and concentrated in vacuo without heating. Filtration over a small silica gel plug (2:1 EtOAc:Hex) and concentration afforded the desired product as a yellow solid. It should be noted that the reaction with aromatic hydrazine compounds can be conducted at 0 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, 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Wyeth; US2009/98086; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 148550-51-0 ,Some common heterocyclic compound, 148550-51-0, molecular formula is C8H10N2O4S, 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.

General procedure: 60percent Sodium hydride (w/w) in mineral oil (0.0015 mol) was added to a mixture of appropriate III (0.001 mol) in THF (15 ml) under the condition of inert atmosphere using N2 flow at 5°C. The reaction mixture was kept for 1 h at room temperature. A solution of 2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester (0.0015 mol) in THF (15 ml) was slowly added to reaction mixture. The resulting reaction mixture was stirred for 2-3 h at 5°C. The distilled water (20 ml) was added. The reaction mixture was extracted (10 ml x 3) with dichloromethane. The separated organic layer was dried over MgSO4, filtered, and the solvent was evaporated under reduced pressure to obtain crude product, recrytallized by ethyl acetate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,148550-51-0, its application will become more common.

Reference:
Article; Rajak, Harish; Agarawal, Avantika; Parmar, Poonam; Thakur, Bhupendra Singh; Veerasamy, Ravichandran; Sharma, Prabodh Chander; Kharya, Murli Dhar; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5735 – 5738;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2972-52-3, 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 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

100 g of 2,4-dichloro-5-pyrimidinyl chloride is dissolved in 800 g of anhydrous chloroform,Add 95 grams of triethylamine, lower the temperature to 0 C, and add 38 grams of tert-butylamine dropwise.After the addition, the reaction was held at 0 C for 1 hour.100 g of compound 2,4-dichloro-5-pyrimidine tert-butyramide was obtained by filtration,The measured purity is greater than 98% and the yield is 85%;

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 2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride.

Reference:
Patent; Nanjing Puruida Pharmaceutical Technology Co., Ltd.; Wang Xiaobo; (7 pag.)CN110452179; (2019); 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. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., category: pyrimidines

Step 1 : To a stirred solution of mixture of 4-(2,4-difluorophenyl)-1-(3-fluoro-4-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)-3-methylimidazolidin-2-one (0.2 g, 0.462 mmol, 1 equiv), in 1 ,4-dioxane: water (10 mL: 3 mL) was added 5-bromo-7-methyl-7H- pyrrolo[2,3-d]pyrimidin-4-amine (0.095 g, 0.416 mmol, 0.9 equiv), potassium phosphate (0.196 g, 0.924 mmol, 2 equiv), Pd2(dba)3 (0.021 g, 0.0231 mmol, 0.05 equiv) and tri-tert- butylphosphonium tetrafluoroborate (0.0133 g, 0.0462 mmol, 0.1 equiv) under argon atmosphere, then the mixture was heated to 100C for 6h in a sealed tube. Reaction mixture was monitored by TLC and after consumption of the starting material, the reaction mixture was filtered through celite, dried over Na2S04, and concentrated to obtain the crude product. Crude product was purified by flash column chromatography on silica gel, and the compound was eluted with 2 % MeOH : DCM mobile phase. The pure fractions were evaporated to obtain 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3- fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one as off white solid (0.07 g, 34.5 %). LCMS (ES) m/z = 453.1 [M+H]+. H NMR (400 MHz, DMSO-d6) delta ppm 2.62 (s, 3H), 3.68 – 3.69 (m, 1 H), 3.71 (s, 3H), 4.28 (t, J = 9.6 Hz, 1 H), 4.97 – 5.01 (m, 1 H), 5.93 (br. S., 2H), 7.15 (t, J = 6.4 Hz, 1 H), 7.24 (s, 1 H), 7.32 (t, J = 8.8 Hz, 2H), 7.40 – 7.49 (m, 2H), 7.69 (d, J = 13.2 Hz, 1 H), 8.1 1 (s, 1 H).

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, 1337532-51-0, 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (247 pag.)WO2017/46737; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia