Category: 951626-95-2

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 951626-95-2 as follows. 951626-95-2

To the solution of piperidine (25 mg, 0.29 mmol) in dry THF (5 mL) was added trimethylaluminium (0.14mL, 0.29 mmol) drop wise at -10C under nitrogen over a period of 10 min. This solution was allowed to stir at room temperature for 45 minutes. Further the reaction mixture was re-cooled to -10C and thereto was added a solution of compound 5a (50 mg, 0.22 mmol) in THF (2.5 mL) drop wise. The resulting reaction mixture was stirred at room temperature initially then refluxed for 18 h. Reaction mixture was cooled to room temperature and quenched with iso-propanol (IPA) followed by methanol and then with saturated Na2SO4 solution. The reaction mixture was filtered and the filtrate was evaporated to dryness. The crude material was purified by column chromatography on silica gel (100-200 mesh) using MeOH in DCM to give desired compound 6a (50 mg, 85%). MS (ES+) m/z: 249. 1H NMR (400 MHz, CDCl3) delta 7.13 (s, 1H), 6.14-6.28 (m, 1H), 4.43 (m, 2H), 3.77-3.85 (m, 2H), 3.68-3.74 (m, 4H), 1.51-1.76 (m, 6H)

According to the analysis of related databases, 951626-95-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Surase, Yogesh B.; Samby, Kirandeep; Amale, Sagar R.; Sood, Ruchi; Purnapatre, Kedar P.; Pareek, Pawan K.; Das, Biswajit; Nanda, Kamna; Kumar, Subodh; Verma, Ashwani K.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3454 – 3459;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 951626-95-2, name is Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., name: Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate

[00593] A 60 % dispersion of sodium hydride in mineral oil (0.395 g, 9.88 mmol) was added to a stirred solution of ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[l,5-a]pyrazine-2- carboxylate (1.88 g, 8.98 mmol) in DMF at 0 C. The mixture was stirred at this temperature for 1 h. Then, benzyl bromide was added and the mixture was stirred at room temperature for further 3 h. The mixture was diluted with water and extracted with DCM. The organic layer was separated, dried (Na2S04), filtered and concentrated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in DCM 0/100 to 20/80). The desired fractions were collected and the solvents evaporated in vacuo to yield ethyl 5 oenzyl- 4-oxo-4,5,6,7-tetrahydropyrazolo[l,5-a]pyrazine-2-carboxylate as a white oil (1.87 g, 66 % yield).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; VANDERBILT UNIVERSITY; CONN, P., Jeffrey; LINDSLEY, Craig, W.; STAUFFER, Shaun, R.; BARTOLOME-NEBREDA, Jose Manuel; CONDE-CEIDE, Susana; MACDONALD, Gregor, James; TONG, Han Min; ALCAZAR-VACA, Manuel Jesus; ANDRES-GIL, Jose Ignacio; WO2013/192350; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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 951626-95-2 as follows. Product Details of 951626-95-2

A solution of lithium hydroxide monohydrate (2.73 g, 65.0 mmol) in H20 (30.0 mL) was added to a suspension of ethyl 4-oxo-4,5 ,6,7-tetrahydropyrazolo [1,5 -a]pyrazine-2- carboxylate (2.72 g, 13.0 mmol) in THF (30 mL) and MeOH (30 mL) at 0 C. Then, the suspension was stirred at rt overnight. The solvents were removed. H20 (20 mL) wasadded. The clear solution was cooled to 0 C, conc. HC1 (5.42 mL, 65.0 mmol) was added to bring pH to 3. The suspension was stirred at 0 C for 2 h, filtered, and dried to give a white solid (2.2 g, 93%). LC-MS(ESI) m/z: 182.1 [M+H].

According to the analysis of related databases, 951626-95-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 951626-95-2,Some common heterocyclic compound, 951626-95-2, name is Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate, molecular formula is C9H11N3O3, 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.

To a solution of ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate (30 mg, 0.143 mmol) in acetonitrile (1 mL) was added cesium carbonate (93.4 mg, 0.287 mmol) and benzyl bromide (25.6 muL, 0.215 mmol). The reaction mixture was stirred overnight at 70 C. Upon cooling to room temperature, the cesium carbonate was removed by filtration and the solvent evaporated under reduced pressure to afford crude Intermediate 32. LC-MS: (AA) ES+300.

The synthetic route of 951626-95-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2011/251184; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 951626-95-2, The chemical industry reduces the impact on the environment during synthesis 951626-95-2, name is Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

A 60%) dispersion of sodium hydride in mineral oils (0.16 g, 4.0 mmol) was added to a stirred solution of 4,5,6, 7-tetrahydro-4-oxo-pyrazolo[l,5-a]pyrazine-2-carboxylic acid ethyl ester (0.7 g, 3.35 mmol) in DMF (14 mL) at 0 C. The mixture was stirred at room temperature for 1 hour and then benzyl bromide (0.48 mL, 4.0 mmol) was added. The mixture was stirred at room temperature for 16 hours, diluted with H20 and extracted with DCM. The organic layer was separated, washed with brine, dried (NaS04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash columnchromatography (silica; AcOEt in DCM 0/100 to 50/50). The desired fractions were collected and the solvents evaporated in vacuo to yield 4,5,6,7-tetrahydro-4-oxo-5-(phenylmethyl)- pyrazolo[l,5-a]pyrazine-2-carboxylic acid ethyl ester (0.83 g, 83% yield) as a white oil. C16H17N3O3 LCMS: Rt 1.79, m/z 300 [M+H]+ (see LCMS Method 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, Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

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. 951626-95-2, name is Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H11N3O3

Compound P (1.50 g, 7.17 mmol, 1.00 eq.) was dissolved in DMF (36.0 mL), cooled to 0 C. and treated with 60% sodium hydride in mineral oil (345 mg, 1.20 mmol, 1.20 eq.) in five portions. The reaction mixture was stirred for 15 min and 4-methoxybenzyl chloride (1.17 mL, 1.20 mmol, 1.20 eq.) was added. After 2 h, the reaction mixture was diluted with water (50 mL) and extracted with EtOAc (3*). The combined extracts were washed with water, brine, dried over Na2SO4, filtered, and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel (hexanes/EtOAc) to provide the title compound (2.25 g, 95% yield) as a pale yellow solid. 1H NMR (400 MHz, CDCl3) delta 7.28-7.25 (m, 3H), 6.91-6.89 (m, 2H), 4.71 (s, 2H), 4.43 (q, J=7.1 Hz, 2H), 4.41-4.38 (m, 2H), 3.82 (s, 3H), 3.69-3.66 (m, 2H), 1.42 (t, J=7.1 Hz, 3H). ES-MS [M+1]+: 329.9.

According to the analysis of related databases, 951626-95-2, the application of this compound in the production field has become more and more popular.

Related Products of 951626-95-2, 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. 951626-95-2, name is Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To the stirring solution of compound 6a (45 mg,0.18 mmol) in THF (5 mL) was added sodium hydride (9 mg, 0.21 mmol) in portions at 0C and allowed to stir at room temperature for 15 minutes. Reaction mixture was again re-cooled to 0C and thereto was added 3,4-dichlorobenzyl chloride (56 mg,0.22 mmol drop wise and reaction mixture was allowed to stir at room temperature for 15 h. Reaction mixture was poured in ice-chilled water (50 mL) and extracted with ethyl acetate (2 x 50 mL). The combined organic layer was washed with water (40 mL) followed by brine (10 mL), dried over anhydrous sodium sulphate, filtered and the filtrate was evaporated to dryness. The purification using flash column chromatography on silica gel (100-200 mesh) using MeOH in DCM afforded off white colored solid compound 1(65 mg, 89%).

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, Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 951626-95-2, name is Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate, belongs to Pyrazines compound, 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 951626-95-2, Formula: C9H11N3O3

A solution of lithium hydroxide monohydrate (2.73 g, 65.0 mmol) in H20 (30.0 mL) was added to a suspension of ethyl 4-oxo-4,5 ,6,7-tetrahydropyrazolo [1,5 -a]pyrazine-2- carboxylate (2.72 g, 13.0 mmol) in THF (30 mL) and MeOH (30 mL) at 0 C. Then, the suspension was stirred at rt overnight. The solvents were removed. H20 (20 mL) wasadded. The clear solution was cooled to 0 C, conc. HC1 (5.42 mL, 65.0 mmol) was added to bring pH to 3. The suspension was stirred at 0 C for 2 h, filtered, and dried to give a white solid (2.2 g, 93%). LC-MS(ESI) m/z: 182.1 [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.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 951626-95-2, name is Ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 951626-95-2

To a solution of cyclopropylmethyl bromide (0.101 g, 0.75 mmol) and ethyl 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate (31.4 mg, 0.150 mmol) in acetonitrile (2 mL) was added cesium carbonate (147 mg, 0.45 mmol). The reaction mixture was heated overnight at 70 C. Upon cooling to room temperature, the insolubles were removed by filtration and the solvent evaporated to dryness to afford crude Intermediate 33.

The synthetic route of 951626-95-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2011/251184; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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 951626-95-2 as follows. 951626-95-2

To the solution of piperidine (25 mg, 0.29 mmol) in dry THF (5 mL) was added trimethylaluminium (0.14mL, 0.29 mmol) drop wise at -10C under nitrogen over a period of 10 min. This solution was allowed to stir at room temperature for 45 minutes. Further the reaction mixture was re-cooled to -10C and thereto was added a solution of compound 5a (50 mg, 0.22 mmol) in THF (2.5 mL) drop wise. The resulting reaction mixture was stirred at room temperature initially then refluxed for 18 h. Reaction mixture was cooled to room temperature and quenched with iso-propanol (IPA) followed by methanol and then with saturated Na2SO4 solution. The reaction mixture was filtered and the filtrate was evaporated to dryness. The crude material was purified by column chromatography on silica gel (100-200 mesh) using MeOH in DCM to give desired compound 6a (50 mg, 85%). MS (ES+) m/z: 249. 1H NMR (400 MHz, CDCl3) delta 7.13 (s, 1H), 6.14-6.28 (m, 1H), 4.43 (m, 2H), 3.77-3.85 (m, 2H), 3.68-3.74 (m, 4H), 1.51-1.76 (m, 6H)

According to the analysis of related databases, 951626-95-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Surase, Yogesh B.; Samby, Kirandeep; Amale, Sagar R.; Sood, Ruchi; Purnapatre, Kedar P.; Pareek, Pawan K.; Das, Biswajit; Nanda, Kamna; Kumar, Subodh; Verma, Ashwani K.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3454 – 3459;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem