Category: 54608-52-5

Synthetic Route 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: 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 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:
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

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. name: 2-Hydrazinopyrazine

Step B: Preparation of (la/?,5a/?)-2-(Pyrazin-2-yl)-la,2,5,5a-tetrahydro-lH-2,3- diaza-cyclopropa[a]pentalene-4-carboxylic Acid Ethyl Ester. Method CTo a stirred suspension of 2-ethoxy-2-oxo-l-((lR,5R)-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 HQ (0.5 mL, 3.0 mmol). The reaction was stirred overnight at room temperature. The reaction was diluted with H20 and extracted with DCM. The combined organic phases were washed with H20, dried over MgS04, and concentrated. Purification by silica gel flash chromatography gave the title compound (150 mg). LCMS m/z = 271.2 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 0.47 (td, = 4.7 and 3.4 Hz, 1H), 1.22-1.28 (m, 1H), 1.39 (t, = 7.1 Hz, 3H), 2.26-2.30 (m, 1H), 2.77-2.82 (m, 1H), 2.87 (d, = 16.6 Hz, 1H), 2.98 (dd, / = 16.6 and 6.3 Hz, 1H), 4.40 (q, = 7.1 Hz, 2H), 8.40 (dd, / = 2.6 and 1.5 Hz, 1H), 8.51 (d, = 2.5 Hz, 1H), 9.39 (d, = 1.3 Hz, 1H).

The synthetic route of 54608-52-5 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

54608-52-5, name is 2-Hydrazinopyrazine, 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. Formula: C4H6N4

2) 6.0 g (55 mmol) of 2-hydrazinopyrazine was added250 mL of three-necked flask,Ice water cooled to 0 C,Under the magnetic stirring, 28.6 g was slowly added dropwise(136 mmol) of trifluoroacetic anhydride,Then rose to room temperature for 2 hours,Add 35 ml of diluted polyphosphoric acid(Diluted 10 grams of water per 100 grams of polyphosphoric acid)Heated to 80 C for 10 hours,After cooling to room temperature,To the residue was added 30 ml of ice water,Slowly drop the sodium hydroxide solution to adjust the pH value of 7-8,Ethyl acetate extraction,Combined organic layer,The organic phase is saturatedSodium chloride aqueous solution,Dried over anhydrous sodium sulfate,Condensed organic layer,To give 6.7 g of a pale yellow solid,Yield 65.1%.

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

Reference:
Patent; Nankai University; Wang, Baolei; Li, Zhengming; Zhang, Yan; (13 pag.)CN106749262; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 54608-52-5, 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.

To 2-hydrazinopyrazine (2 g, 18.16 mmol) was added isonicotinic acid (pyridine-4- carboxylic acid, 4.47 g, 36.3 mmol, commercially available e.g. from Sigma-Aldrich or Allichem LLC) followed by polyphosphoric acid (50 mL), and the reaction was stirred at 155 0C for 18 hours. The hot solution was added to ice and neutralised by addition of ammonia 0.88. The aqueous solution was then extracted with ethyl acetate (3 extractions), washed with brine, and dried. The yellow solid thus obtained was treated with Dichloromethane, and any remaining solid material was filtered off and put to one side. The filtrate was evaporated and the residue was purified by chromatography using 0-10% of methanol in Dichloromethane as eluent. The fractions containing the product were evaporated to give ~260mg of yellow solid which was combined with the material set aside earlier to give 0.538 g of 3-(4- pyridinyl)[1 ,2,4]triazolo[4,3-a]pyrazine. LCMS: [M+H]+ = 198 retention time = 0.35 minutes (2 minute method)

The chemical industry reduces the impact on the environment during synthesis 2-Hydrazinopyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 54608-52-5, The chemical industry reduces the impact on the environment during synthesis 54608-52-5, name is 2-Hydrazinopyrazine, I believe this compound will play a more active role in future production and life.

Example-4: Preparation of Selinexor (0507) (0508) (Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1 H-1 ,2,4-triazol-1 -yl)acrylic acid (10 g) was combined with a mixture of acetonitrile (1 00 mL) and ethyl acetate (50 mL) then added the 2-hydrazinylpyrazine (3.76 g) and stirred for 5 min. Reaction mixture was cooled to 0C and diisopropyl ethyl amine (16.63 ml) and then Propylphosphonic anhydride (T3P, 33.31 mL) was added at 0C and stirred the reaction mixture for 2.5 hours at the same temperature. After completion of the reaction, the reaction mixture was quenched with cold water (100 mL) and extracted the product with ethyl acetate (2 x 150 mL). The combined organic layer was dried over sodium sulphate and evaporated the solvent under vacuum at 40C to obtain the crude product as yellow syrup. The obtained crude product was combined with dichloromethane (1 00 mL) and filtered the solid and washed with dichloromethane (2 x 50 mL). The solid was dried under vacuum at 40C to obtain the title compound with purity by HPLC of 99.86%. Yield : 7 g

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.

Application of 54608-52-5, The chemical industry reduces the impact on the environment during synthesis 54608-52-5, name is 2-Hydrazinopyrazine, I believe this compound will play a more active role in future production and life.

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.

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.

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. Recommanded Product: 54608-52-5

General procedure: p-TsOH (9.5 mg, 55 mumol, 5 mol %) and MnO2 (348 mg, 4.00 mmol) were added to a stirred solution of heterocyclic hydrazine 1a-d (1 mmol) and aldehyde 2a-k (1.2 mmol) in PhMe (10 ml). The mixture was heated at 80C until the starting material was completely consumed (monitored by TLC, 40-55 min) and then cooled down to room temperature. After filtration and evaporation of solvent from the filtrate, the resulting residue was purified by silica gel column chromatography affording pure products.

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.

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. COA of Formula: C4H6N4

1003301 Step A: 2-(5-methyl-4-nitroso-3-phenyl-1H-pyrazol-i-yl)pyrazine. To a solution of 2-hydrazinylpyrazine (0.485 g, 4.40 mmol) in HOAc (6 mL) was added (2- (hydroxyimino)-i-phenylbutane-i,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 1120 and dried in vacuum. The solid was suspended in EtOH (25 mL) and concentrated HC1 (500 jiL) was added. The mixture was heated at reflux for 20 hours, cooled to ambient temperature and diluted with chilled 1120 (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 NaC1 and dried over MgSO4. 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, 3 1%). MS (apci) mlz = 266.1 (M+H).

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

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.

1007751 Step A: 5-amino-4-methyl-1-(pyrazin-2-yl)-1H-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%). ?H NMR (DMSO d6) 10.3 (br s, 1H), 8.82 (s, 1H), 8.30 (d, 2H), 6.55 (s, 2H), 1.71 (s, 3H).

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.

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. category: Pyrazines

50ml three-necked flask, add 0.2g of compound 6, 15ml of methylene chloride and 15ml of ethyl acetate, after stirring to dissolve,0.3 g of compound 4 and 3 g of T 3 P and 0.75 g of DIPEA were added at 0 C. The system was stirred at 0 C. for 30 min to carry out the reaction until the reaction junctionAfter the beam was added 50ml of dichloromethane and 30ml of water, liquid separation, the organic phase evaporated to give crude compound 7, the crude product is not purified directly down vote;

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:
Patent; Guangzhou Wenhao Biological Technology Co., Ltd.; Chen Xinying; Xu Liang; Liu Wenzhong; (7 pag.)CN106831731; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem