Category: 22047-25-2

Reference of 22047-25-2, A common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, molecular formula is C6H6N2O, 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.

Preparation 8; 1-Pyrazin-2-yl-ethyl Amine; The synthetic procedure used in this preparation is outlined below in Scheme J. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dichloromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2009/163502; (2009); 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. 22047-25-2, name is Acetylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 22047-25-2

A solution of acetylpyrazine (5 g, 40.9 mmol) in N, N-dimethylformamide dimethyl acetal (10.9 mL, 81.8 mmol) and Et3N (5.7 mL) was heated at 110C for 16 h. The heating was stopped and a precipitate was formed while it was allowed to cool down to room temperature. The suspension was diluted with tert-butyl methyl ether; the solid was separated by filtration and washed with ter-butyl methyl ether. This material was triturated with the same solvent, filtered off and dried to afford the title compound 23a as a yellow solid (5.9 g, 33.3 mmol, 81% yield).’H NMR (400 MHz, DMSO-d6) 8 (ppm): 9.09 (s, 1H), 8.73 (d, J = 2.4 Hz, 1H), 8.66 (dd, J = 2.4, 1.6 Hz, 1H), 7.84 (d, J = 12.4 Hz, 1H), 6.30-6. 20 (m, 1H), 3.19 (s, 3H), 2.93 (s, 3H).

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METHYLGENE INC.; WO2005/92899; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, 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. category: Pyrazines

General procedure: A 2-neck round bottom flask attached with calcium chloride guard tube was charged with MeOH (30mL). Then, 2-acetylpyrazine (1.47g, 2mmol) followed by KOH pellets (0.675g, 2mmol) were added and initiated magnetic stirring. To this mixture, distilled water (2mL) was added and continued stirring for 10min. Now, the resulting solution was added the respective n,n?,n?-trimethoxyphenyl benzaldehydes (1.0g, 1mmol) under stirring at room temperature slowly and then 6mL of ammonia solution was added. The reaction mixture was stirred further for 4h. The reaction was monitored by TLC. On completion of reaction by TLC, the reaction mass was filtered and washed with methanol (3×10 mL) and then diethyl ether (3×10 mL) to obtain a white precipitate of respective compounds. Each of the above precipitates was recrystallised in a mixture of CHCl3 and MeOH (1:1) at room temperature for 48h. The resulting colourless single crystals of 1-3 were collected by filtration.

The synthetic route of Acetylpyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ramesh; Sharath Kumar; Raghavendra Kumar; Suchetan; Devaraja; Sabine, Foro; Nagaraju; Journal of Molecular Structure; vol. 1200; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 22047-25-2, name is Acetylpyrazine, 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 22047-25-2, Quality Control of Acetylpyrazine

General procedure: To a stirred solution of aldehyde (10mmol) (4-(dimethylamino)benzaldehyde, 4-(1-piperidinyl)benzaldehyde, 4-(4-morpholinyl)benzaldehyde or 4-(diphenylamino)benz-aldehyde) in EtOH (75mL), ketone (20mmol) (2-acetylpyridine, 2-acetylthiazole or 2-acetylpyrazine) was added. Then KOH (1.54g, 27.5mmol) and NH3 (aq) (35mL) were added to the reaction mixture. The solution was stirred at room temperature for 24h. The solid was collected by filtration and washed with H2O. Recrystallization from ethanol (1, 4, 7, 10) or toluene (2, 3, 5, 6, 8, 9, 11, 12) afforded a crystalline solid.

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, Acetylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Palion-Gazda, Joanna; Machura, Barbara; Klemens, Tomasz; Szlapa-Kula, Agata; Krompiec, Stanis?aw; Siwy, Mariola; Janeczek, Henryk; Schab-Balcerzak, Ewa; Grzelak, Justyna; Ma?kowski, Sebastian; Dyes and Pigments; vol. 166; (2019); p. 283 – 300;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 22047-25-2, 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 22047-25-2 as follows.

Weigh 1.982 g (about 0.01 mol) of bis (2-pyridine) ketone, dissolve it in 20 ml of absolute ethanol, put the solution into the flask, stir on a thermostatic heating magnetic stirrer, and weigh 1.221 g (about 0.01 mol) ) 2-Acetylpyrazine was added to the solution, and the reaction was carried out at 50 C under constant temperature and reflux for 3 hours. The solution changed from colorless and transparent to orange-yellow. After the reaction was completed, the solution was filtered, and the filtrate was left to stand to evaporate naturally. Two materials were obtained, one was orange-red rod-like crystals, and the other was massive yellow crystals. The massive yellow crystals were the target product, and the yield was about 86%.

According to the analysis of related databases, 22047-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qilu University of Technology; Tan Xuejie; Liu Shuai; Xing Dianxiang; (8 pag.)CN110606843; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

22047-25-2, name is Acetylpyrazine, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of Acetylpyrazine

Step 1 Preparation of 4,4-difluoro-1-(2-pyrazinyl)butane-1,3-dione Ethyl difluoroacetate (2.23 g, 18 mmol) was placed in a 100 mL round bottom flask and dissolved in ether (10 mL). To the stirred solution was added 25% sodium methoxide (4.68 g, 22 mmol) followed by acetylpyrazine (2.00 g,16 mmol). After two hours stirring at room temperature, a precipitate formed and THF (10 mL) was added to the reaction. The reaction was stirred an additional 25.9 hours, then treated with 3N HCl (10 mL). The organic layer was collected, washed with brine (20 mL), dried over MgSO4, and concentrated in vacuo and recrystallized from methylene chloride/iso-octane to give the diketone as a brown solid (2.23 g, 68%); mp 103-110 C.; 1 H NMR (CDCl3) 300 MHZ 14.00 (br s, 1H), 9.31 (d, J=1.4 Hz, 1H), 8.76 (d, J=2.4 Hz, 1H), 8.68 (dd, J=1.4 Hz 2.4 Hz, 1H), 7.20 (s, 1H), 6.03 (t, J=54.0 Hz, 1H); 19 F NMR (CDCl3) 300 MHz: -127.16 (d); M+200.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G.D. Searle & Co.; US5756529; (1998); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 22047-25-2, name is Acetylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Safety of Acetylpyrazine

Preparation 21-Pyrazin-2-yl-ethylamineThe synthetic procedure used in this preparation is outlined below in Scheme C. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dicholromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 22047-25-2.

Reference:
Patent; Chen, Li; Dillon, Michael Patrick; Feng, Lichun; Yang, Minmin; US2010/324069; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, 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. category: Pyrazines

AIL round-bottomed flask was charged with 2-acetylpyrazine (25 g), glacial acetic acid (175 mL), and a 30 wt% solution of HBr in acetic acid (40 mL). Pyridinium tribronide (70 g) was added to the mixture all at once as a solid. The slurry was allowed to stir for 1 h at room temperature. This resulting solution was poured into diethyl ether (1.5 L) giving a yellow solid which was recovered by gravity filtration, washed with [CH3CN] (3 x 500 [RI)] and then diethyl ether (2 x 250 [ML)] to afford 34.9 g of the title compound. Physical characteristics. MS m/z 201,202.

The synthetic route of Acetylpyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; FLECK, Bruce, Francis; WO2004/22567; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 22047-25-2, name is Acetylpyrazine, 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 22047-25-2, COA of Formula: C6H6N2O

[0146] To a stirred solution of compound I (2 g; 16.4 mmol; 1 eq) in methanol (20 mL) were added ammonium acetate (12.6 g; 164 mmol; 10 eq) and sodium cyanoborohydride (1 g; 16.4 mmol; 1 eq) and the resulting mixture was stirred at 23 C for 17 h. The mixture was quenched with water (50 mL) and the organic components were extracted with ethyl acetate (2 x 200 mL). The combined organic layers were washed with water and brine, dried over anhydrous sodium sulfate, filtered and the solvents were removed in vacuo to afford crude compound, which was purified by silica gel (230-400 mesh) column chromatography, eluting with 10% MeOH/CH2C12, to afford the title compound (0.8 g, 40%). 1H NMR (CDC13) oe 8.60 (s, 1H), 8.49 (m, 1H), 8.43 (d, 1H, J= 2Hz), 4.20 (m, 1H), 1.45 (d, 3H, J= 7Hz).

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; ASANA BIOSCIENCES, LLC; THOMPSON, Scott; VENKATESAN, Aranapakam; PRIESTLEY, Tony; KUNDU, Mrinal; SAHA, Ashis; WO2015/95128; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 22047-25-2, 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 22047-25-2 as follows.

1) 1-(6-Chloro-3-pyridazinyl)-5-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid methyl ester Under cooling to -78C, lithium bis(trimethylsilyl) amide(a 1.0 M solution in tetrahydrofuran, 55.0 mL) was added to a solution of 1-(2-pyrazinyl)-1-ethanone (6.10 g) in tetrahydrofuran (50 mL), and the resultant mixture was stirred for 45 minutes. Dimethyl oxalate (8.85 g) was added to the reaction solution, and the mixture was stirred for 10 minutes. Then, while slowly returning the temperature of the mixture to room temperature, the mixture was stirred for 2.5 hours. Diethyl ether and water were added to the reaction solution, and the mixture was partitioned. An aqueous 1 N hydrochloric acid solution (55 mL) was added to the aqueous layer, and the aqueous layer was further saturated with sodium chloride, and then extracted with diethyl ether. The organic layers were combined and dried over anhydrous sodium sulfate. After separation by filtration, the solvent was evaporated under reduced pressure, and 4-(2-pyrazinyl)-2, 4-dioxobutanoic acid methyl ester (10.0 g, 96%) was obtained as a solid. To a suspension of a crude product of this butanoic acid methyl ester product (6.27 g) in methanol (150 mL), 3-chloro-6-hydrazinopyridazine (4.35 g) was added, and the mixture heated to reflux for 18.5 hours. Concentrated hydrochloric acid (0. 750 mL) was further added to the reaction solution, and the mixture was heated to reflux for 2 hours. After air cooling, ethyl acetate and a saturated aqueous solution of sodium hydrogen carbonate were added to the reaction solution, and the mixture was partitioned. The organic layer was dried over anhydrous sodium sulfate. After separation by filtration, the solvent was evaporated under reduced pressure, and methanol was added to the residue thus obtained. The precipitated solid was filtered, and 1-(6-chloro-3-pyridazinyl)-5-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid methyl ester (5.74 g, 60%) was obtained as a solid. 1H-NMR(400MHz, CDCl3)delta: 4. 02 (3H, s), 7.33(1H, s), 7.72(1H, d, J=9.3Hz), 8.16(1H, d, J=9.0Hz), 8.42(1H, dd, J=2.4, 1.5Hz), 8.57(1H, d, J=2.7Hz), 8.90(1H, d, J=1.5Hz). ESI-MSm/z: 317[(M+H)+, 35Cl], 319[(M+H)+, 37Cl].

According to the analysis of related databases, 22047-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1785418; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem