Category: 54608-52-5

Related Products of 54608-52-5, A common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, molecular formula is C4H6N4, 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.

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.

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

Reference:
Article; Bhatt, Ashish; Singh, Rajesh K.; Kant, Ravi; Arkivoc; vol. 2018; 7; (2018); p. 236 – 247;,
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., Recommanded Product: 54608-52-5

General procedure: The desired compounds 1a-g and 2a-f were prepared by reaction between pyridoxal hydrochloride (0.15 g, 0.74mmol) and the appropriate aromatic or heteroaromatic hydrazine or N-acylhydrazine (1.1 eq., 0.81mmol) in ethanol (10.0 mL). The reaction mixture was stirred for 1-48 hours at room temperature. After that, product was purified by wash-ing with cold ethanol (3.0 mL) and cold diethyl ether (3.0 mL), leading to the pure derivatives 1a-g and 2a-f as solid in 42-86% yields.

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 54608-52-5.

Reference:
Article; Nogueira, Thais Cristina Mendonca; Cruz, Lucas Dos Santos; Lourenco, Maria Cristina; de Souza, Marcus Vinicius Nora; Letters in drug design and discovery; vol. 16; 7; (2019); p. 792 – 798;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. category: Pyrazines

Step C: Preparation of (laS,5aS)-2-(Pyrazin-2-yl)-la,2,5,5a-tetrahydro-lH-2,3- diaza-cyclopropa[a]pentalene-4-carboxylic Acid Ethyl Ester. Method KKKTo a solution of (lS,5R)-bicyclo[3.1.0]hexan-2-one (52.9 g, 539 mmol) and diethyl oxalate (0.073 L, 539 mmol) in absolute ethanol (0.9 L) (not denatured with methanol) was added a THF solution of potassium tert-butoxide (1.0 M, 0.539 L, 539 mmol) over 15 min (maintaining the temperature below 43 C). The resulting yellow solution was stirred at 40 C for 3.5 h. 2-Hydrazinylpyrazine (59.4 g, 539 mmol) was added followed by a 6.0 M aqueous solution of hydrogen chloride (0.270 L, 1618 mmol). The reaction was stirred at 50 C for 1.5 h. The mixture was poured into ice -water (5 L). A precipitate appeared immediately. After sitting for 30 minutes in an ice bath, the solid was collected by filtration, rinsed with water (5 x 1 L), and dried to give the title compound (106 g) as an off-white solid .H NMR. LCMS m/z = 271.2 [M+H]+; lU NMR (400 MHz, CDC13) delta 0.47 (td, 7 = 4.7, 3.3 Hz, 1H), 1.27 (td, 7 = 8.0, 4.9 Hz, 1H), 1.41 (t, 7 = 7.1 Hz, 3H), 2.26-2.32 (m, 1H), 2.77-2.82 (m, 1H), 2.88 (dd, 7 = 16.7, 1.4 Hz, 1H), 2.99 (dd, 7 = 16.6, 6.4 Hz, 1H), 4.40 (q, 7 = 7.1 Hz, 2H), 8.41 (dd, 7 = 2.5, 1.5 Hz, 1H), 8.52 (d, 7 = 2.5 Hz, 1H), 9.40 (d, 7 = 1.5 Hz, 1H).

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

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; THATTE, Jayant; BLACKBURN, Anthony C.; HAN, Sangdon; JONES, Robert M.; JUNG, Jae-Kyu; MONTALBAN, Anthony Garrido; PAL, Biman B.; RUETER, Jaimie Karyn; STRAH-PLEYNET, Sonja; THORESEN, Lars; XIONG, Yifeng; YUE, Dawei; ZHU, Xiuwen; WO2012/116279; (2012); 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 54608-52-5 as follows. Quality Control of 2-Hydrazinopyrazine

General procedure: To a vigorously stirred mixture of alpha-bromonitroalkane (0.50 mmol), heteroaryl hydrazine (0.60 mmol, 1.2 equiv), potassium iodide (1.0 mmol, 2.0 equiv) and potassium carbonate (1.0 mmol, 2.0 equiv) in 1,2-dimethoxyethane (5.0 mL) was added a solution of urea hydrogen peroxide in 1,2-dimethoxyethane/water (4:1) (0.50 M solution, 1.0 mL, 0.50 mmol, 1.0 equiv) over 2 h via syringe pump at r.t. After the addition was complete, the mixture was stirred for an additional 4 h. Aqueous sodium thiosulfate was then added and the mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography to give pure fused triazole.

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; Tokumaru, Kazuyuki; Bera, Kalisankar; Johnston, Jeffrey N.; Synthesis; vol. 49; 20; (2017); p. 4670 – 4675;,
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., HPLC of Formula: C4H6N4

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.

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; 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

Related Products of 54608-52-5, 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.

Step B: Preparation of (la/?,5a/?)-2-(Pyrazin-2-yl)-la,2,5,5a-tetrahydro-li/-2,3- diaza-cyclopropa[a]pentalene-4-carboxylic Acid Ethyl Ester. [Method ClTo a stirred suspension of 2-ethoxy-2-oxo-l-((lLambda,5i?)-2-oxobicyclo[3.1.0]hexan-3- ylidene)ethanolate (300 mg, 1.28 mmol) in ethanol (5 mL) was added 2-hydrazinylpyrazine (141 mg, 1.28 mmol) followed by 6 N HCl (0.5 mL, 3.0 mmol). The reaction was stirred overnight at room temperature. The reaction was diluted with H2O and extracted with DCM. The combined organic phases were washed with H2O, dried over MgSO4, and concentrated. Purification by silica gel flash chromatography gave the title compound (150 mg). LCMS mlz = 271.2 [M+H]+; 1H NMR (400 MHz, CDCl3) delta ppm 0.47 (td, J= 4.7 and 3.4 Hz, IH), 1.22-1.28 (m, IH), 1.39 (t, J= 7.1 Hz, 3H), 2.26-2.30 (m, IH), 2.77-2.82 (m, IH), 2.87 (d, J= 16.6 Hz, IH), 2.98 (dd, J = 16.6 and 6.3 Hz, IH), 4.40 (q, J = 7.1 Hz, 2H), 8.40 (dd, J= 2.6 and 1.5 Hz, IH), 8.51 (d, 7= 2.5 Hz, IH), 9.39 (d, J = 1.3 Hz, IH).

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, 2-Hydrazinopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; THORESEN, Lars; JUNG, Jae-Kyu; STRAH-PLEYNET, Sonja; ZHU, Xiuwen; XIONG, Yifeng; YUE, Dawei; WO2011/25541; (2011); A1;,
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., COA of Formula: C4H6N4

To a solution of 2-hydrazinylpyrazine (0.485 g, 4.40 mmol) in HOAc (6 mL) was added (2-(hydroxyimino)-l- phenylbutane-l,3-dione (0.765 g, 4.00 mmol) in small portions over 2 minutes. The mixture was stirred for 5 minutes and the resulting light orange suspension was stirred at 60 C for 6 hours. EtOH (1 mL) was added and the mixture was heated at 60 C for an additional 6 hours. The resulting dark green suspension was cooled to ambient temperature and the mixture was diluted with H20 (30 mL). The green suspension was stirred for 1 hour and the solid was collected via vacuum filtration. The collected solid was washed with H20 and dried in vacuum. The solid was suspended in EtOH (25 mL) and concentrated HC1 (500 muEpsilon) was added. The mixture was heated at reflux for 20 hours, cooled to ambient temperature and diluted with chilled H20 (75 mL). The mixture was treated with 1M NaOH to pH=7 and was extracted with Et20 (3X). The combined extracts were washed with saturated NaCl and dried over MgS04. The dried solution was filtered through packed Celite and concentrated. The residual green- yellow solid was purified on a Si02 column using step gradient elution (25% CH2C12, 50% EtOAc/hexanes) to furnish the title compound as a turquoise solid (325 mg, 31%). MS (apci) m/z = 266.1 (M+H).

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

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven, Wade; BLAKE, James, F.; BRANDHUBER, Barbara, J.; HAAS, Julia; JIANG, Yutong; KERCHER, Timothy; KOLAKOWSKI, Gabrielle, R.; THOMAS, Allen, A.; WINSKI, Shannon, L.; WO2014/78454; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature 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.

[1337] a mixture of 2-hydrazineylpyrazine (2 g, 18.16 mmol) and ethyl 2,4-dioxopentanoate (2.87 g, 18.16 mmol) in AcOH (40 ml) was stirred at 118 C for 1 hour. The reaction mixture was concentrated under reduced pressure to remove AcOH. The residue was diluted with H2O (8 ml), adjusted to ph ~ 7 with Na2CO3, and then extracted with DCM (200 ml x 3). The combined organic layers were washed with brine (20 ml), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product. The residue was purified by flash silica gel chromatography (isco; 40 g sepaflash silica flash column, eluent of 0-20% ethyl acetate/petroleum ethergradient 40 ml/min). Compound 285a (1.5 g, 35.57% yield) was obtained as a white solid. Compound 285a: 1H NMR (400mhz, CDCl3) delta 8.98 – 8.93 (m, 1h), 8.60 – 8.54 (m, 1h), 8.46 – 8.41 (m, 1h), 6.78 (s, 1h), 4.34 – 4.25 (m, 2h), 2.38 (s, 3h), 1.27 (t, =7.2 hz, 3h).

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

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products 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 1To 2-hydrazinopyrazine (1.60 g, 14.55 mmol) was added 4-chloro-benzoic acid (3 eq) followed by 20 mL of polyphosphoric acid, and the reaction mixture was stirred at 110 C for 18 h. The hot PPA solution was added to ice and neutralized by the addition of ammonium hydroxide (highly exothermic.). The aqueous solution was extracted with ethyl acetate, washed with brine, and dried over anhydrous sodium sulfate. Concentration followed by flash chromatography (silica gel, 1 : 1 hexanes: ethyl acetate) afforded 3-(4-chlorophenyl)- [l,2,4]triazolo[4,3-a]pyrazine, as a viscous oil.

Statistics shows that 2-Hydrazinopyrazine is playing an increasingly important role. we look forward to future research findings about 54608-52-5.

Reference:
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin, F.; DU, Bingfan; NGUYEN, Hanh, Nho; ZHENG, Xiao, Mei; WO2011/103196; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 54608-52-5, name is 2-Hydrazinopyrazine, 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 54608-52-5, Recommanded Product: 54608-52-5

[00462] Step A: 5-amino-4-methyl-l-(pyrazin-2-yl)-lH-pyrazol-3(2H)-one: To a mixture of 2-hydrazinylpyrazine (0.551 g, 5.00 mmol) and ethyl 2-cyanopropanoate (0.669 g, 5.00 mmol) in abs. EtOH (10 mL) was added 3M NaOEt in EtOH (0.167 mL, 0.501 mmol) and the mixture was heated at reflux for 64 hours. The mixture was concentrated and the residual yellow-brown solid was treated with EtOAc (30 mL) and sonicated. The resulting tan suspension was stirred vigorously for 8 hours. The solid was collected via vacuum filtration, washed with EtOAc and dried in vacuum to afford the title compound as a light tan powder (682 mg, 71%). NMR (DMSO d6) delta 10.3 (br s, 1H), 8.82 (s, 1H), 8.30 (d, 2H), 6.55 (s, 2H), 1.71 (s, 3H).

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; ARRAY BIOPHARMA INC.; BRANDHUBER, Barbara, J.; JIANG, Yutong; KOLAKOWSKI, Gabrielle, R.; WINSKI, Shannon, L.; WO2014/78322; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem