Category: 54608-52-5

Synthetic Route of 54608-52-5,Some common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, molecular formula is C4H6N4, 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.

Synthesis of (Z)-3-(3-(4-chloro-3,5-bis(trifluoromethyl)phenyl)-lH-l ,2,4-triazol-l- yl)-N’-(pyrazin-2-yl)acrylohydrazide: In a 50-mL, 3-necked, round-bottomed flask charged with a solution of (Z)-3-(3-(4- chloro-3,5-bis(trifluoromethyl)phenyl)-lH-l,2,4-triazol-l-yl)acrylic acid (0.8 g) in 1 : 1 EtOAc:THF (20 mL). The solution was cooled to -70 C and treated sequentially with 2- hydrazinopyrazine (0.275 g, 1.2 eq.), T3P (50% in EtOAc; 2.5 mL, 2.0 eq.) and DIPEA (1.44 mL, 4.0 eq.), added dropwise. The clear reaction mixture was stirred at -60C for 1 h before being concentrated under reduced pressure (25 C, 20 mm Hg) to afford crude compound. Purification by column chromatography using (60/120 mesh Si02, elution with 3-4% MeOH in CH2C12) afforded 0.30 g (yield: 30%) (Z)-3-(3-(4-chloro-3,5-bis(trifluoromethyl)phenyl)- lH-l ,2,4-triazol-l-yl)-N’-(pyrazin-2-yl)acrylohydrazide. 1H NMR (400 MHz, DMSO-d6) delta = 10.53 (s, 1H), 9.58 (s, 1H), 9.11 (s, 1H), 8.47 (s, 1H), 8.32 (s, 1H), 8.13 (s, 1H), 8.06 (s, 1H), 7.97 (s, 1H), 7.52-7.55 (d, J = 10.4 Hz, 1H), 6.08-6.1 1 (d, J = 10.4 Hz, 1H); LCMS for CnHnClFe yO [M+H]+ 478.76 found 478.1 (RT 2.64 min, purity: 100%).

The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SANDANAYAKA, Vincent, P.; SHACHAM, Sharon; MCCAULEY, Dilara; SHECHTER, Sharon; WO2013/19548; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 54608-52-5, These common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, 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.

A solution of 2-hydrazinopyrazine (1.10 g) in trifluoroacetic anhydride (10 mL) was stirred at room temperature for 4 h. To the mixture was added PPA (12 mL). The reaction mixture was heated at 80 C for another 15 h. The reaction mixture was cooled to room temperature and filtered to afford the title compound as a white solid (0.94 g, 50.00 %). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 189.0 (M+l); ? NMR (400 MHz, CDC13) ?: 8.64 (s, 3H).

The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (2013); 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. 54608-52-5, name is 2-Hydrazinopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Hydrazinopyrazine

General procedure: p-methylbenzenesulfonic acid (1.7 mg, 0.01 mmol) was added to pyrrole-2-carboxaldehyde derivative 3a (50 mg, 0.406 mmol) and 1-(pyrazin-2-yl)hydrazine (44.7 mg, 0.406 mmol) in 1,2-dichloroethane (50 mL). The reaction mixture was refluxing for 4 h. Then, 0.5 ml of NEt3 was added into the mixture. The reaction mixture was stirred for 10 minutes before subsequent addition of BF3*OEt2 (0.5 mL), and the reaction was left stirring at refluxing condition for 4 h. After cooling to room temperature, the reaction mixture was added CH2Cl2 (50 mL) and poured into water (50 mL). The organic phase was isolated and the corresponding water phase was extracted twice with CH2Cl2 (30 mL). Organic layers were combined, washed with water, dried over anhydrous sodium sulfate, filtered. After solvent removal by evaporation, the crude product was purified by silica gel column chromatography (CH2Cl2/n-hexane = 2:1) to afford 2a (51.7 mg, 41%) as yellow solids.

The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Xindong; Yue, Shuai; Chen, Kepeng; Shao, Zhumei; Li, Chen; Su, Yajun; Zhao, Jianzhang; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2271 – 2273;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 54608-52-5, 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 54608-52-5 as follows.

Ethyl 1-benzyl-2,4-dioxopiperidine-3-carboxylate (58.5 mg, 0.21 mmol) in EtOH (2 mL) was added to a biotage microwave vial under nitrogen containing 2-hydrazinopyrazine (38.5 mg, 0.35 mmol) at RT. To this stirred reaction mixture was added AcOH (0.024 mL, 0.42 mmol) and then stirred at RT for 18 hours in a sealed microwave vial. The reaction was heated to 140 C for 10 hours in the microwave reactor and cooled to RT. The reaction mixture was evaporated in the Genevac and then redissolved in 2 ml DMSO, filtered and the crude product was purified by flash RP chromatography (35g Puriflash, 15mu, HC column), using decreasingly polar mixtures of water (containing 1% NH4OH) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford 5-benzyl-2-(pyrazin-2-yl)-1,2,6,7-tetrahydro-3H-pyrazolo[4,3-c]pyridine-3,4(5H)-dione (14.6 mg, 19.2 %) as a white solid.

According to the analysis of related databases, 54608-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fairley, Gary; Greenwood, Ryan; McMillan, Caroline Anne; Tetrahedron Letters; vol. 59; 39; (2018); p. 3574 – 3578;,
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. 54608-52-5, name is 2-Hydrazinopyrazine, A new synthetic method of this compound is introduced below., category: Pyrazines

A solution of 2-hydrazinopyrazine (1.10 g) in trifluoroacetic anhydride (10 mL) was stirred at room temperature for 4 h. To the mixture was added PPA (12 mL). The reaction mixture was heated at 80 C for another 15 h. The reaction mixture was cooled to room temperature and filtered to afford the title compound as a white solid (0.94 g, 50.00 %). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 189.0 (M+l); ? NMR (400 MHz, CDC13) ?: 8.64 (s, 3H).

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; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 54608-52-5, These common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, 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.

Step 3 Hydrazinopyrazine (6.2 g, 57 mmol) and 1-(2-chloropyridin-4-yl)-2-(4-fluorophenyl)ethanone (14 g, 57 mmol) were suspended in benzene (250 ml) and p-toluenesulfonic acid monohydrate (0.68 g) was added. The reaction mixture was then refluxed with azeotropic removal of water via Dean Stark trap. After 2 h, the benzene was removed in vacuo and di-ethylene glycol was added. The reaction mixture was heated at reflux. After 2 h, the reaction mixture was poured into ether with vigorous stirring. Water was added and the product was extracted into ether. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. Methanol was added and the solid was filtered off to give 6-(2-chloropyridin-4-yl)-7-(4-fluorophenyl)-5H-pyrrolo[2,3-b]pyrazine (4.9 g) as a solid.

The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Syntex (U.S.A.) LLC; US6316464; (2001); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 54608-52-5,Some common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, molecular formula is C4H6N4, 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.

General procedure: (+)-Usnic acid (1 equiv.) and hydrazines/hydrazides (1.1 equiv.) were added in absolute EtOH under nitrogen and the reaction mixture was stirred at 80C for 2h. For the hydrazines/hydrazides hydrochloride salt materials, they (1.1 equiv) were added to absolute ethanol, and an equivalent amount of pyridine (1.1 equiv) was added dropwise thereto and stirred at 80C under nitrogen. After 5min, (+) – usnic acid was added and the reaction mixture was stirred for another 2h. After reaction was complete, the reaction solution was cooled and concentrated under reduced pressure. The residues were quickly purified by silica gel column (PE/EtOAc).

The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shi, Cun-Jian; Peng, Wan; Zhao, Jin-Hua; Yang, Hua-Li; Qu, Lai-Liang; Wang, Cheng; Kong, Ling-Yi; Wang, Xiao-Bing; European Journal of Medicinal Chemistry; vol. 187; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 54608-52-5, 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 54608-52-5 as follows.

General procedure: To a well-stirred solution of I 2 (0.2 mmol)TBHP (2 mmol,70% in water) K2CO3 (1 mmol) in 1,4-dioxane (10 mL) were added benzaldehyde 1a (1 mmol) and 2-hydrazinopyridine 2a (1 mmol), and then the reaction mixture was stirred at 60 C. After completion of the raction as indicated by TLC (1 h), the reaction mixture was cooled to room temperature. Then the reaction mixture was treated with 10 % Na2S2O3 (20 mL) and extracted with ethyl acetate (10 mL×3). The combined organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified through silica gel column chromatography using a mixture of EtOAc and petroleum ether as eluent to afford the targeted product in 72-97 % yield.

According to the analysis of related databases, 54608-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wu, Yachuang; Yang, Yifeng; Qi, Yinliang; Du, Shimei; Zhang, Yongsheng; Ding, Liang; Zhao, Yanfang; Tetrahedron Letters; vol. 59; 48; (2018); p. 4216 – 4220;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 54608-52-5,Some common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, molecular formula is C4H6N4, 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.

A solution of 15.0 g (136 mmol) of 2-hydrazinopyrazine in 100 ML of trimethyl orthoformate was heated to reflux at 100 C for 1.5 h. The solvent was removed in vacuo and the crude product was applied to a pad of silica gel and eluted with 15: 85 methanol : ethyl acetate. The resulting solution was concentrated in vacuo to yield the title compound. LC/MS 121.0 (M+1).

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

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
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. 54608-52-5, name is 2-Hydrazinopyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H6N4

General procedure: To a stirred solution of2-hydrazinopyridines 1a-k or 2-hydrazinopyrazines 2a-f (1equiv.) and aldehyde 3a-k (1equiv.) in polyethyleneglycol (PEG) (10 mL) were added p-TsOH (5 mol%)) and DDQ (2 equiv.). The mixture was stirred at reflux untilthe starting material was completely consumed (monitored by TLC, 1h) and then cooled down to roomtemperature. After filtration and evaporation of solvent from the filtrate, the resulting residue was purified bysilica gel column chromatography (EtOAc/Hexane, 3:7 v/v), affording the pure N-fused 1,2,4-triazolederivative, [1,2,4]triazolo[4,3-a]pyridines 4a-k & [1,2,4]triazolo[4,3-a]pyrazines 5a-f.

According to the analysis of related databases, 54608-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bhatt, Ashish; Singh, Rajesh K.; Kant, Ravi; Arkivoc; vol. 2018; 7; (2018); p. 236 – 247;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem