Day: May 26, 2021

Synthetic Route of 14080-59-2, 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 14080-59-2 as follows.

General procedure: alpha,beta-unsaturated tosylhydrazones 1 (0.11 mmol, 1.1 equiv), heteroaryl chlorides 2 (0.1 mmol, 1 equiv), Cs2CO3 (0.25 mmol, 2.5 equiv) and MeCN (1 mL) were added to a tube. The mixture was stirred at 60 C until the heteroaryl chlorides was completely disappeared for 4-8h. After cooling to room temperature, the mixture was quenched with NH4Cl (2 mL, saturated aqueous solution) and extracted with CH2Cl2 (3 × 2 mL). The combined organic phases were dried over Na2SO4 and solvents removed in vacuo. The residue was purified by flash column chromatography on silica gel with ethyl acetate/petroleum ether (1:10-1:4, V/V) as the eluent, affording the desired product 3 and 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14080-59-2, its application will become more common.

Reference:
Article; Zeng, Lin; Guo, Xiao-Qiang; Yang, Zai-Jun; Gan, Ya; Chen, Lian-Mei; Kang, Tai-Ran; Tetrahedron Letters; vol. 60; 33; (2019);,
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

Adding a certain compound to certain chemical reactions, such as: 3764-01-0, 2,4,6-Trichloropyrimidine, 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, Safety of 2,4,6-Trichloropyrimidine, blongs to pyrimidines compound. Safety of 2,4,6-Trichloropyrimidine

Reference Example 11; (6-Chloro-2-morpholin-4-vI-pyrimidm-4-yl)-(2-pyridin-3-yl- ethvD-amine; To a stirred solution of 2,4,6-trichloropyrimidine (10 ml; 87 mmol), and DIPEA (16 mL; 92 mmol) in dioxane (60 mL) at 5 C was added morpholine (8 ml; 91 mmol) over 5 minutes (a white solid separates during addition). The reaction mixture was stirred whilst allowing to warm to r.t. overnight (16 h). Volatiles were removed in vacuo, the resulting residue was redissolved (CH2Cl2) and evaporated onto silica and purified by flash chromatography (90:10 to 50:50 petrol/EtOAc as eluent) to afford the regioisomeric products: 4-(4,6-dichloro-pyrimidin-2-yl)-morpholine (2.46 g; 12 %); and 4-(2,6-dichloro-pyrimidin-4- yl)-morpholine (9.72 g; 48 %).

The synthetic route of 3764-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125835; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 24415-66-5, 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 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Adding 85 mg (about 0.5 mmol) to a 10 mL microwave reaction tube.7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, 324 mg (about 1.5 mmol)1-(prop-2-yn-1-yl)-1H-indole, 14 mg (about 10 mol%) of the catalyst bistrifluoromethylsulfonimide and 1 mL of the solvent HFIP, and then the microwave reaction tube was sealed.Then, the reactant in the microwave reaction tube was stirred at 100 C for 6 hours, and the solvent was distilled off under reduced pressure.And purified by column chromatography using DCM / MeOH as eluent to give about 117 mg of pure product e23 as a green solid with a yield of 81%;

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 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Yuan Shuo; Wang Shuai; Li Zhonghua; (21 pag.)CN109180684; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
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

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. 10132-07-7, name is 4-Amino-2,6-dichloropyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 4-Amino-2,6-dichloropyrimidine

Amino-2,6-dichloropyrimidine (DCAP, 4 g, 24.4 mmol)Suspended in acetic anhydride (80 mL, 860 mmol) and heated under reflux with stirring for 4 hours.After cooling, the reaction solution was concentrated in vacuo and the remaining acetic anhydride was removed by distillation after adding toluene.The residue was dissolved in ethyl acetate and water, and 10% NaHCO3 solution was added until the solution had a pH of 7.The organic layer was washed with saturated brine and the solvent was dissolved. The residue was dissolved in acetic anhydride (40 mL) and stirred at 0-5 C for 2 hours. The precipitate was collected by filtration and dried in vacuo at 40 C to afford intermediate (A). MS m / z (ESI): 206.0 [M + 1] +.

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, 10132-07-7, 4-Amino-2,6-dichloropyrimidine.

Reference:
Patent; Shanghai Zhaoyu Pharmaceutical Technology Co., Ltd.; Zhong Yan; Cao Xirong; Wang Yonglin; (21 pag.)CN107286146; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 26452-81-3 , The common heterocyclic compound, 26452-81-3, name is 4-Chloro-6-methoxypyrimidine, molecular formula is C5H5ClN2O, 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.

ARBF containing 4-chloro-6-methoxy pyrimidine (3.13 g, 21.62 mmol), 4- chloro-2-(tetramethyl- 1,3 ,2-dioxaborolan-2-yl) aniline (7.31 g, 21.62 mmol), Na2CO3 (2.29 g, 21.62 mmol), DME (86 ml), EtOH (10.81 ml) and water (10.81 ml) was equipped with a condenser. The mixture was purged with Ar for several mm thenPd(dppf)C12.CH2C12 adduct (1.77 g, 2.16 mmol) was added. The reaction was heated at90 °C for 5 h. The reaction was cooled to rt, diluted with water and extracted withEtOAc. The organic layer was washed with brine, concentrated and purified by normalphase chromatography to give 4-chloro-2-(6-methoxypyrimidin-4-yl)aniline (2.86 g, 56.1percent yield) as yellow solid. MS (ESI) m/z. 236.0 (M+H)t ?H NMR (500MHz, CDC13) oe8.78 (d, J=1.1 Hz, 1H), 7.49 (d, J=2.5 Hz, 1H), 7.15 (dd, J=8.8, 2.5 Hz, 1H), 6.99 (d, J=1.1 Hz, 1H), 6.67 (d, J=8.8 Hz, 1H), 5.89 (br. s., 2H), 4.03 (s, 3H).

The synthetic route of 26452-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; PINTO, Donald J. P.; CORTE, James R.; EWING, William R.; (163 pag.)WO2016/205482; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 90905-32-1, 2-Methoxypyrimidine-5-carbaldehyde, 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, 90905-32-1, blongs to pyrimidines compound. SDS of cas: 90905-32-1

To a suspension of potassium t-butoxide (1.23 g) in methylene chloride (70 [ML,-30C)] was added a solution of [N-BENZYLOXYCARBONYL-A-PHOSPHONOGLYCINE] trimethyl ester (3.63 g) in methylene chloride (15 mL). The resulting solution was stirred 5 min and treated with the 2-methoxy-pyrimidine-5-carbaldehyde (1.0 g) in methylene chloride (15 mL). After stirring for 1.5 h, the reaction was warmed to [0C] and stirred 1 h. The reaction was quickly poured into a sep funnel containing ethyl acetate and water. Brine was added to aid in separation of the layers. The aqueous was extracted with ethyl acetate [(3X)] which were in turn washed with brine, dried over magnesium sulfate, and concentrated. The crude product was recrystallized from hot methanol to give 1.4g of pure material. Mass spec.: 344. [10] (MH) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90905-32-1, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/104236; (2003); 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;,
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