Category: 60025-06-1

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. 60025-06-1, name is 1-(4,6-Dichloropyrimidin-5-yl)ethanone. A new synthetic method of this compound is introduced below., Safety of 1-(4,6-Dichloropyrimidin-5-yl)ethanone

EXAMPLE 53 -A; 4-(4-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-l -methyl- lH-imidazol-2-yl)piperidin-l-yl)-3-methyl-lH-pyrazolo[3,4-t/1pyrimidine; In a microwave vial charge 4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-l-methyl- lH-imidazol-2-yl]-piperidine dihydrochloride salt (0.5g, l.Oeq), l-(4,6-dichloro- pyrimidin-5-yl)-ethanone (0.22g, l.Oeq), TEA (1.2 mL, 8.0eq) and isopropyl alcohol (5 mL). Stirr the reaction mass at 800C for 45 min in microwave. Monitor the reaction by TLC (10% MeOH in DCM). Cool the reaction mass to 00C and add hydrazine hydrate (0.07 mL, 1.2eq). Slowly bring the reaction mass to RT. Stirr the reaction mass at 800C for 45min in microwave. Monitor the reaction by TLC (10% MeOH in DCM). Concentrate the reaction mass under vacuum. Charge ethyl acetate and then wash with water and saturated aq. sodium chloride. Dry the organic layer over anhydrous Na2SO4 and concentrate it under reduced pressure. Purify the compound by column chromatography (Silica gel 60-120 mesh, DCM – Methanol). Crystallize the product in diethyl ether and filter it to give 4-(4-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-l-methyl- lH-imidazol-2-yl)piperidin-l-yl)-3-methyl-lH-pyrazolo[3,4-betaT|pyrimidine (0.254g,50.29%). MS (M+eta): m/z = 460.5

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, 60025-06-1, 1-(4,6-Dichloropyrimidin-5-yl)ethanone.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/140947; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference 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.

Step 1 : A solution of 1-(4,6-dichloropyrimidin-5-yl)ethanone (3.81 g, 19.9 mmol) (see Clark et al., J.C.S. Perkin 1 , 1976, 1004) in dioxane (90 mL) was cooled to O0C, and the chilled solution was treated with TEA (2.78 mL, 19.9 mmol) and hydrazine hydrate (1.16 mL, 23.9 mmol). The reaction mixture was then stirred for 18 hr. at 25SC. The mixture was filtered and the precipitate washed with dioxane. The combined filtrates were concentrated, and the resultant residue was chromatographed on silica gel, eluting with 30-35% ethyl acetate/ hexanes to provide 4-chloro-3-methyl-1 H-pyrazolo[3,4-d]pyrimidine (C24). Yield: 2.98 g, 89%. 1H NMR (500 MHz, DMSO-d6) delta: 8.71 (1 H), 2.60 (3H) ppm.

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; PFIZER PRODUCTS INC.; WO2008/12635; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 60025-06-1, 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 60025-06-1 as follows.

A solution of 1-(4,6-dichloropyrimidin-5-yl)ethanone (3.81 g, 19.9 mmol) in 90 mL of dioxane at 0 0C was treated with triethylamine (2.78 mL, 19.9 mmol) and hydrazine hydrate (1.16 mL, 23.9 mmol). After addition, the reaction was stirred for 18 h at rt. The mixture was filtered and the precipitate washed with dioxane. The combined organics were evaporated and chromatographed on silica gel, eluting with 30-35% ethyl acetate/ hexanes to afford 2.98 g, (89%) of 4-chloro-3-methyl-1 H-pyrazolo[3,4-d]pyrimidine; 1H NMR (500 MHz, DMSO-cfe) delta 8.71 (1H), 2.60 (3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60025-06-1, its application will become more common.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2006/90261; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application 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.

Step 2 – Synthesis of Compound 13B; Compound 13A (860 mg) was dissolved in DMF (5 mL) and to the resulting solution was added DIPEA (1.1 mL, 1.4 eq), followed by compound 12B (1.36 g, 1.4 eq). The resulting reaction was allowed to stir at room temperature under nitrogen atmosphere for 2.5 hours, then the reaction mixture was heated at 60 0C and allowed to stir at this temperature for an additional 19 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo to provide a brown oily residue which was purified using flash column chromatography on silica gel to provide compound 13B (192 mg, 12%).

According to the analysis of related databases, 60025-06-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; NEELAMKAVIL, Santhosh, Francis; BOYLE, Craig, D.; HARRIS, Joel, M.; STAMFORD, Andrew, W.; HAO, Jinsong; NEUSTADT, Bernardt, R.; CHACKALAMANNIL, Samuel; XIA, Yan; GREENLEE, William, J.; WO2010/9207; (2010); 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

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

Related Products 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.

Intermediate 21: 4-(4-Chloro-3-methyl-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester; Triethylamine (0.33 mL, 2.4 mmol) was added to a stirred mixture of 4-hydrazino-piperidine-1-carboxylic acid isopropyl ester hydrochloride (Intermediate 10; 188 mg, 0.8 mmol) and 1-(4,6-dichloro-pyrimidin-5-yl)-ethanone (Intermediate 17; 150 mg, 0.8 mmol) in toluene (5 mL) at room temperature under nitrogen and the resulting mixture was heated to reflux for 8 hours. The solvent was removed in vacuo and the crude reaction mixture was purified on a flash silica column (30 mm×4) eluting with 10-33% ethyl acetate/hexanes to give 4-(4-chloro-3-methyl-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester (90 mg, 33%). 1H NMR (300 MHz, DMSO-d6) delta 1.19 (d, 6H, J=6.3 Hz), 1.86-1.99 (m, 4H), 2.63 (s, 3H), 2.94-3.10 (m, 2H), 4.04-4.15 (m, 1H), 4.74-4.82 (m, 1H), 4.91-4.98 (m, 1H), 8.77 (s, 1H).

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; Erickson, Shawn David; Gillespie, Paul; Guertin, Kevin Richard; Karnachi, Prabha Saba; Kim, Kyungjin; Ma, Chun; McComas, Warren William; Pietranico-Cole, Sherrie Lynn; Qi, Lida; Tilley, Jefferson Wright; Zhang, Qiang; US2009/286812; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia