Category: 54608-52-5

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., SDS of cas: 54608-52-5

To a mixture of 2.38 g (21.6 mmol) of 2-hydrazinopyrazine and 2.41 g (3.32 mL, 23.8 mmol) of triethylamine in 50 mL of acetonitrile was added 3.25 g (2.66 mL, 23.8 mmol) of ethyl chloro (oxo) acetate at 0 C. The reaction mixture was stirred at ambient temperature for 18 h, and then partitioned between aqueous sodium bicarbonate solution and ethyl acetate. The aqueous phase was extracted with three portions of ethyl acetate. The combined organic phases were washed with brine, dried over magnesium sulfate, and concentrated to give the title compound. LC/MS 211 (M+1).

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; MERCK & CO., INC.; WO2004/58266; (2004); 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.

General procedure: A mixture of amidrazone 1a (1.00 g, 0.0047 mol), benzaldehyde (2a)(0.50 g, 0.0047 mol), PEG-300 (5 mL) and CAN (5 mol%) was heated at 80 C for 1 h (Table 2). After completion of the reaction as monitored by TLC, the mixture was cooled to r.t. and extracted with Et2O (3 × 20mL). The combined organic layers were washed with H2O (2 × 30 mL) and aq NaHCO3 solution (2 × 30 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude residue was purified by silica gel column chromatography (EtOAc-hexane, 1:1) to afford pure 3a.

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

Reference:
Article; Nakka, Mangarao; Tadikonda, Ramu; Rayavarapu, Srinuvasarao; Sarakula, Prasanthi; Vidavalur, Siddaiah; Synthesis; vol. 47; 4; (2015); p. 517 – 525;,
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. Computed Properties of C4H6N4

General procedure: A mixture of amidrazone 1a (1.00 g, 0.0047 mol), benzaldehyde (2a)(0.50 g, 0.0047 mol), PEG-300 (5 mL) and CAN (5 mol%) was heated at 80 C for 1 h (Table 2). After completion of the reaction as monitored by TLC, the mixture was cooled to r.t. and extracted with Et2O (3 × 20mL). The combined organic layers were washed with H2O (2 × 30 mL) and aq NaHCO3 solution (2 × 30 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude residue was purified by silica gel column chromatography (EtOAc-hexane, 1:1) to afford pure 3a.

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

Reference:
Article; Nakka, Mangarao; Tadikonda, Ramu; Rayavarapu, Srinuvasarao; Sarakula, Prasanthi; Vidavalur, Siddaiah; Synthesis; vol. 47; 4; (2015); p. 517 – 525;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route 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.

Step 1 2,2-difluoro-N’-pyrazin-2-yl-acetohydrazide difluoroacetate Pyrazin-2-yl-hydrazine 23a (1 g, 9 mmol) was added in an eggplant-shaped bottle (25 mL), followed by dropwise addition of difluoroacetic anhydride (4 g, 22.98 mmol) at 0 C. After stirring at room temperature for 3 hours, the reaction mixture was concentrated under reduced pressure to obtain crude 2,2-difluoro-N’-pyrazin-2-yl-acetohydrazide difluoroacetate 23b (2 g) as a brown oil. The product was used directly in the next reaction without purification.

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; JIANGSU HANSOH PHARMACEUTICAL CO., LTD.; Tang, Peng Cho; Li, Xin; Li, Xiangqin; Chen, Yang; Wang, Bin; Zhu, Zhe; US2013/131068; (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 mixture of 2-hydrazinopyrazine (820 mg, 7.45 mmol), prepared from 2-chloropyrazine and hydrazine using a procedure analogous to that described in the literature (P. J. Nelson and K. T. Potts, J. Org. Chem. 1962, 27, 3243, except that the crude product was extracted into 10% methanol/dichloromethane and filtered, and the filtrate was concentrated and purified by flash chromatography on silica gel, eluting with 100% ethyl acetate followed by 10% methanol in dichloromethane), TFA (2.55 g, 22.4 mmol), and polyphosphoric acid (10 mL) was heated to 140 C. with stirring for 18 h. The solution was added to ice and neutralized by the addition of ammonium hydroxide. The aqueous solution was extracted with ethyl acetate (3×), washed with brine, and dried over anhydrous magnesium sulfate. Concentration followed by flash chromatography (silica gel, 1:1 hexane:ethyl acetate, then 100% ethyl acetate) afforded the title compound as a solid (861 mg). 1H NMR (500 MHz, CDCl3) delta 8.17-8.20 (m, 2H), 9.54 (s, 1H). LC/MS (M+1) 189

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

Reference:
Patent; Merck Sharp & Dohme Corp.; Edmondson, Scott D.; Fisher, Michael H.; Kim, Dooseop; Maccoss, Malcolm; Parmee, Emma R.; Weber, Ann E.; Xu, Jinyou; US2015/359793; (2015); 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., Application In Synthesis of 2-Hydrazinopyrazine

Example 3: Preparation of (4aS,5aS)-methyl l-(pyrazin-2-yl)-4,4a,5,5a-tetrahydro-l/ – cyclopropa[4,5]cyclopenta[l,2-c]pyrazole-3-carboxylate (Formula (He)). To a nitrogen-purged 50-L reactor was charged (lS,5R)-bicyclo[3.1.0]hexan-2-one (2.0 kg, 20.81 mol), dimethyl oxalate (2.84 kg, 24.05 mol, 1.2 eq.), and methanol (1.53 kg). The mixture was stirred at 20-25C and sodium methoxide solution (25 wt% in methanol, 6.49 kg, 30.04 mol, 1.44 eq.) added slowly so as to keep the temperature of the reaction mixture below 40C. The internal temperature of the reaction mixture was kept between 35-40C and the mixture monitored by HPLC for the disappearance of starting material (i.e., (lS,5R)-bicyclo[3.1.0]hexan-2-one). The reactor contents were then cooled to 30C before adding 2-hydrazinylpyrazine (2.43 kg, 22.07 mol, 1.06 eq.) to the reactor. Thereafter, 6N HC1 (6.76 L) was charged slowly to the reactor while maintaining an internal temperature of 35-40C. The mixture was then stirred at 35-40C and monitored for reaction completion by HPLC. The reaction was considered complete when the diketo methyl ester intermediate of Formula (Ilc-i) was less than 3 area % as determined by HPLC The mixture was concentrated by distillation under vacuum at a jacket temperature of 25-50C until no appreciable distillate was observed. Water (19.3 kg) was charged to the reactor and the mixture concentrated by distillation under maximum vacuum at a jacket temperature of 25-50C until no appreciable distillate was observed. Water (9.65kg) was added to the reaction mixture and the mixture stirred at 20-25C for at least 1 hour. The mixture was filtered and the filter cake washed with water (2 x 9.65 kg). The solids were placed in a vacuum oven set at 45-55C and dried to a constant weight. The yield of (4aS,5aS)-methyl l-(pyrazin-2-yl)-4,4a,5,5a-tetrahydro- l/i-cyclopropa[4,5]cyclopenta[l,2- c]pyrazole-3-carboxylate was 3.09 kg (58%); NMR (DMSO- , 400 MHz): delta 0.42-0.45 (td, J = 4.5, 7.8 Hz, 1H), 1.25- 1.30 (m, 1H), 2.28-2.34 (m, 1H), 2.71 -2.74 (m, 1H), 2.77 (d, / = 16.0 Hz, 1H), 2.90 (dd, / = 6.5, 16.4 Hz, 1H), 3.83 (s, 3H), 8.61 (dd, / = 1.5, 2.6 Hz, 1H), 8.68 (d, J = 2.5 Hz, 1H), 9.16 (d, / = 1.40 Hz, 1H); 13C NMR (DMSO- , 100 MHz) delta 16.80, 17.06, 23.50, 26.18, 51.83, 129.28, 135.15, 139.57, 142.47, 142.89, 147.07, 154.47, 161.62.

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; ARENA PHARMACEUTICALS, INC.; PAL, Biman B.; MONTALBAN, Antonio Garrido; (0 pag.)WO2016/85941; (2016); 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., Computed Properties of C4H6N4

General procedure: A mixture of heterocyclic hydrazine 1 (1 mmol) and aldehyde 2 (1.2 mmol) in AcOH (10 mL) was stirred at ambient temperature for 5 minute. Then to it was added Chromium (VI) oxide (149.9 mg, 1.5 mmol) and refluxed in a pre-heated oil bath at 110 C until the starting material was completely consumed (monitored by TLC, 10 min.). The reaction mixture was quenched with sat. NaHCO3 solution (30 ml) and extracted with EtOAc (50 ml). The organic layer was washed with water (40 ml), dried over Na2SO4 and evaporated. The resulting crude compound was purified by silica gel column chromatography (EtOAc/Hexane, 4:6 v/v), affording the pure N-fused 1,2,4-triazole 3.

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; Synthetic Communications; vol. 49; 1; (2019); p. 22 – 31;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application 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.

To a stirred reaction mixture of 2-hydrazinopyrazine (8)(14.0 g, 0.127 mol) and sodium carbonate (16.2 g, 0.153 mol)in dichloromethane (DCM) (112 mL), the solution of trifluoroacetylchloride (18.5 g, 0.14 mol) in DCM (28 mL) wasadded slowly at 0-5 C. The reaction mixture was agitated at5-10 C until completion of the reaction that was judged byTLC. Water (140 mL) was added to the reaction mass toremove water soluble components and then it was allowedto stand to attain the partition between DCM and water.The organic layer was concentrated under atmospheric conditionsat below 45 C. The crude residue was recrystallizedfrom mixture of EtOAc:hexane to obtain 2,2,2-trifluoro-N’-(pyrazin-2-yl)acetohydrazide (9) as off-white solid (22.5 g,86.5%). 1H NMR (400 MHz; CD3OD), d, ppm (J, Hz): 7.94-8.22 (2H, m, Ar-H); 7.66 (1H, s, Ar-H). ESI-MS m/z (rel,%): 207.12 (M+H+) (100).

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; Mannam, Madhava Rao; Devineni, Subba Rao; Pavuluri, Chandra Mouli; Chamarthi, Naga Raju; Kottapalli, Raja Sekhara P.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 194; 9; (2019); p. 922 – 932;,
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.

1) 5-[5-(tert-Butoxycarbonylamino)-2-pyridyl]-1-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid ethyl ester 4-[5-(tert-Butoxycarbonylamino)-2-pyridyl]-2,4-dioxobutanoic acid ethyl ester (1.009 g) obtained in step 3) of Referential Example 20 and 2-hydrazinopyrazine (330 mg) obtained in Referential Example 2 were dissolved in ethanol (30 mL). The solution was refluxed for 88 hours, followed by cooling in air. The reaction solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol – chloroform). The product was further purified by silica gel thin-layer chromatography (methanol – chloroform), to thereby give 5-[5-(tert-butoxycarbonylamino)-2-pyridyl]-1-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid ethyl ester as an amorphous product (590 mg, 47%). 1H-NMR(400MHz,CDCl3)delta:1.43(3H,t,J=7.1Hz), 1.52(9H,s), 4.47(2H,q,J=7.1Hz), 6.55(1H,br s), 7.21(1H,s), 7.51(1H,d,J=8.5Hz), 8.01-8.08(1H,br m), 8.20(1H,dd,J=2.7,0.5Hz), 8.29(1H,dd,J=2.7,1.5Hz), 8.56(1H,d,J=2.7Hz), 9.02(1H,dd,J=1.5,0.5Hz). ESI-MS m/z:411(M+H)+.

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; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (2007); 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, name: 2-Hydrazinopyrazine

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+1); 1H NMR (400 MHz, CDCl3) delta: 8.64 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Hydrazinopyrazine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem