Day: March 16, 2022

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. 98138-75-1, name is 6-Chloro-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H5ClN4O

Step 2: To a solution of 6-chl oro-4-m ethoxy- li7-pyrazolo[3,4- (1227) 1.7 g, 9.2 mmol) in DMF (20 mL) was added NaH (552.6 mg, 13.8 mmol, 60% in mineral oil). After 10 min, SEM-C1 (2.3 g, 13.8 mmol, 2.5 mL) was added. The reaction mixture was stirred at 25 C for 1 hour under an atmosphere of nitrogen. The reaction mixture was concentrated under reduced pressure. The residue was diluted with water (30 mL) and extracted with EtOAc (2 x 30 mL). The combined organic layers were washed with water (2 x 30 mL), dried over anhydrous Na2S04, filtered, and concentrated under reduced pressure to give a residue, which was purified by column chromatography (5-20% EtO Ac/petroleum ether). The desired 6-chl oro-4-methoxy-l -((2-(tri methyl si lyl)ethoxy)methyl)- l H- pyrazolo[3,4-i/]pyrimidine (1.3 g, 45.0% yield) was obtained as a light pink solid along with major impurity 6-chl oro-4-methoxy-2-((2-(tri methyl si lyl)ethoxy)methyl)-2//-pyrazolo[3, 4- i/]pyrimidine (520.0 mg, 17.9% yield), which was obtained as a light yellow solid.

The synthetic route of 98138-75-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; WALTERS, W., Patrick; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; TAYLOR, Alexander, M.; PIERCE, Levi Charles, Thomas; MURCKO, Mark, Andrew; GIORDANETTO, Fabrizio; GREISMAN, Jack, Benjamin; MARAGAKIS, Paul; BHAT, Sathesh; KONZE, Kyle; DAHLGREN, Markus, Kristofer; THERRIEN, Eric; (0 pag.)WO2019/165073; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.93587-23-6, name is 7-Bromo-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one, molecular formula is C6H4BrN3O, molecular weight is 214.02, as common compound, the synthetic route is as follows.COA of Formula: C6H4BrN3O

Under argon atmosphere, a solution of 7-Bromo-3,5-dihydro-pyrrolo[3,2-d]pyrimidin-4-one (500 mg, 2.33 mmol) in phosphorus(V) oxychoride (6 rriL) was refluxed for 2 hours. The reaction mixture was then cooled to room temperature, concentrated and the residue was diluted with ethyl acetate. The organic layer was washed with a solution of sodium bicarbonate, brine, dried over sodium sulfate, filtered and evaporated under reduced pressure to afford compound (66a) as a pale solid (490 mg, 2.10 mmol, 90%) without further purification. lH NMR (400 MHz, DMSO-i delta 8.24 (d, J = 3.0 Hz, 1H), 8.72 (s, 1H), 12.95 (bs, 1H). MS m/z ([M+H]+) 232/234

At the same time, in my other blogs, there are other synthetic methods of this type of compound,93587-23-6, 7-Bromo-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one, and friends who are interested can also refer to it.

Reference:
Patent; LABORATOIRE BIODIM; ATAMANYUK, Dmytro; CHEVREUIL, Francis; FAIVRE, Fabien; GERUSZ, Vincent; GOLD, Johan; MOREAU, Francois; SIMON, Christophe; WO2015/128334; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1245506-61-9, 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 1245506-61-9, name is 2-Chloro-5-methoxy-4-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a -78 C solution of Intermediate 3B (1.60 g, 10.09 mmol) in DCM (20 mL) was added BBr3 (3.82 mL, 40.4 mmol) dropwise. The reaction mixture was allowed to slowly warm to RT and stirred for 16 h at RT, then was cautiously quenched with satd aq. NaHC03 (pH adjusted to ~4) and partitioned between EtOAc and water. The aqueous phase was extracted with EtOAc (2x), and the combined organic layers were dried (MgS04) and concentrated in vacuo. The crude product was chromatographed (40 g S1O2; continuous gradient from 0-100% EtOAc in Hexane over 15 min) to afford the title compound (1.33 g, 9.20 mmol, 91 % yield) as a white solid. NMR (400 MHz, DMSO- d6) d 10.63 (s, 1H), 8.11 (s, 1H), 2.34 (s, 3H).

According to the analysis of related databases, 1245506-61-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, Yan; CHENG, Peter Tai Wah; ZHANG, Hao; LI, Jun; FANG, Tianan; CORTE, James R.; (135 pag.)WO2019/126103; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 60025-06-1, Adding some certain compound to certain chemical reactions, such as: 60025-06-1, name is 1-(4,6-Dichloropyrimidin-5-yl)ethanone,molecular formula is C6H4Cl2N2O, 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 60025-06-1.

3.82 g (20.0 mmol) of 1-(4,6-dichloropyrimidine-5-yl)ethane-1-one was dissolved in 30 mL of dichloromethane, which was cooled down to 0 C., to which 3.88 g (30.0 mmol) of diisopropylethylamine and 3.29 g (24.0 mmol) of p-methoxybenzylamine (PMBNH2) were added stepwise. 1 hour later, the reaction mixture was heated to room temperature, followed by stirring at room temperature for 6 hours. Water and ethylacetate were added to the reaction mixture, followed by extraction. The extracted organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was separated by column chromatography (SiO2, eluent: hexane/ethylacetate, 3/1) to give 5.54 g of the target compound 1-(4-chloro-6-((4-methoxybenzyl)amino)pyrimidine-5-yl)ethane-1-one as a white solid (19.0 mmol, yield: 95%). 1H NMR(300 MHz, CDCl3) delta 9.07 (br s, 1H, NH), 8.38 (s, 1H), 7.25 (d, J=8.1 Hz, 2H), 6.88 (d, J=8.1 Hz, 2H) , 4.67 (d, J=4.8 Hz, 2H) , 3.81 (s, 3H) , 2.74 (s, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 60025-06-1, 1-(4,6-Dichloropyrimidin-5-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 29939-37-5, 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 29939-37-5 as follows.

A mixture comprising 5.0 g (39.6 mmol) 6-hydrazinopyrimidin-4-ol/6-hydrazinopyrimidin- 4(1 H)-one (CAS-No: 29939-37-5), 5.12 g pentan-3-one and 80.8 mL ethanol was heated under reflux for 2 hours. After cooling to 3C, the precipitated solid was filtered off and washed with diethyl ether to give 5.82 g (72%) of the title compound

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29939-37-5, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; WORTMANN, Lars; KETTSCHAU, Georg; GRAHAM, Keith; RICHTER, Anja; LIENAU, Philip; PUEHLER, Florian; PETERSEN, Kirstin; SIEGEL, Franziska; SUeLZLE, Detlev; WO2015/4024; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 17326-27-1 , The common heterocyclic compound, 17326-27-1, name is 2-Chloro-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde, molecular formula is C10H7ClN2O2, 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.

222.6mg (1mmol) 2- chloro-3-aldehyde-4-carbonyl methylpyridine -4H-9- [1,2-alpha] pyrimidine 5mL of absolute ethanol was added a solution of 484.7mg (4mmol ) phenethylamine, rt 12h, after the reaction was filtered, the solid washed thoroughly with ethanol to give a pale yellow solid 320.2mg, 78% yield.

The synthetic route of 17326-27-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Chinese Academy Of Sciences Beijing Genome Institute; Yang Caiguang; Liu Jiang; Luo Cheng; Guo Zhongqiang; Gong Shouzhe; Li Jiafei; Zheng Tong; Jiang Hualiang; (46 pag.)CN107141287; (2017); 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. 1801-06-5, name is 4-Chloro-5-fluoro-2-methoxypyrimidine. A new synthetic method of this compound is introduced below., Product Details of 1801-06-5

General conditions1: Chloropyrimidine 5 (0.45 mmol) and aminopyrazole 6 (0.30 mmol) were mixed in 1:1 acetic acid/water solution (1.4 mL) or in glacial acetic acid (1.4 mL) and stirred at 100 °C in an oil bath for 1 h (or 50 °C for 4 h or 25 °C for 18 h). The mixture was neutralized by the addition of ice-cold 5percent NaOH solution (10 mL) and extracted with methylene chloride (3 .x. 25 mL). Combined organic layers were dried and concentrated. The residue was further purified by normal phase flash chromatography (Biotage, for cPropylphenyl analogs R = C) or reversed phase preparative HPLC (analogs with free amines R = A or B), affording the desired aminopyrimidines (7-30).

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, 1801-06-5, 4-Chloro-5-fluoro-2-methoxypyrimidine.

Reference:
Article; Guo, Chuangxing; Dong, Liming; Marakovits, Joseph; Kephart, Susan; Tetrahedron Letters; vol. 52; 14; (2011); p. 1692 – 1696;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 108-53-2, 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.108-53-2, name is 2-Aminopyrimidin-4(1H)-one, molecular formula is C4H5N3O, molecular weight is 111.102, as common compound, the synthetic route is as follows.

In a three neck IL round bottom flask equipped with reflux condenser was added 2-amino- 4(3H)-pyrimidinone A.ll (10Og, 0.9 mol) (available from Toronto Research Chemicals) followed by POCl3 (168 ml, 1.800mol) at room temperature and under an atmosphere of N2. To this was cautiously added ClSO3H (4.8ml, 72.01 mmol). The solution was heated to 950C for 4 hrs, before it was cooled to room temperature. The solution was then cooled in an ice bath before it was poured into 700ml of ice water with vigorous stirring. Adjusted the pH to ~7 with NH4OH (30% by weight) (temperature was held below 2O0C). A tan colored solid was collected by filtration. The solid was dried under vacuum at 7O0C overnight to afford 4-chloro- 2-pyrimidinamine A.12 (108g, 92%) as an off white solid.1H NMR (400 MHz, (CD)3SO) delta 8.17 (d, J = 5.2 Hz, IH), 7.07 (br s, 2H), 6.64 (d, J = 5.2 Hz, IH); ESI MS: M + H+ 130.0 m/z.

Statistics shows that 108-53-2 is playing an increasingly important role. we look forward to future research findings about 2-Aminopyrimidin-4(1H)-one.

Reference:
Patent; AMGEN INC.; WO2009/158011; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 60025-06-1, 1-(4,6-Dichloropyrimidin-5-yl)ethanone, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Synthesis of Compound 6.1. Hydrazine hydrate (107 uL, 2.20 mmol) was slowly added to a solution of 1-(4,6-dichloro-pyrimidin-5-yl)-ethanone (Clark, J. et al J. Chem. Soc. 1976, 9, 1004) (400 mg, 2.09 mmol) and triethylamine (280 uL, 2.0 mmol) in 1,4-dioxane (7 mL) at 8 C. After the addition was complete, the reaction mixture was warmed to RT. After 2.5 hr, the reaction mixture was filtered through celite and then evaporated to afford compound 6.1 (200 mg) as a yellow solid. 1H-NMR (400.13 MHz, DMSO-d6) 14.07 (s, 1H), 8.75 (s, 1H), 2.64 (s, 3H). MS m/z 169 [M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60025-06-1, 1-(4,6-Dichloropyrimidin-5-yl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; Sunesis Pharmaceuticals, Inc; US2009/5359; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51953-18-5, Adding some certain compound to certain chemical reactions, such as: 51953-18-5, name is Pyrimidin-4-ol,molecular formula is C4H4N2O, 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 51953-18-5.

(b) 4, [5-DICHLOROPYRIMIDINE.] A solution of the pyrimidin-4-one from step (a) above (3.5 g, 26.8 mmol) in phosphorus oxychloride (50 mL) was heated under for 3 h. The reaction mixture was cooled to room temperature, the solvent was evaporated [IN VACUO] and the residue was dissolved in EtOAc (100 mL). The organic solution was washed with saturated aqueous solution of NaHC03 (50 mL) and brine [(50] mL), dried over [NA2S04,] filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography, eluting with 10% [ETOAC/HEXANE,] to give the title compound as an orange oil. MS (ESI, pos. [ION) M/Z] : 131 [(M+1).]

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 51953-18-5, Pyrimidin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2004/35549; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia