Category: 54608-52-5

Electric Literature 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.

441 mg (2.0 mmol) of the compound from Example 12A and 220 mg (2.0 mmol) of the compound from Example 3A are initially charged in 10 ml of ethanol. 93 mg (0.4 mmol) of camphor-10-sulfonic acid are added, and the mixture is stirred under reflux for 5 h. The mixture is allowed to cool to RT, and the solid formed is filtered off and washed once with a little ethanol. 10 ml of a 4 N solution of hydrogen chloride in dioxane are then added, and the mixture is stirred at RT for 30 min. The mixture is then concentrated on a rotary evaporator, and the residue is dried under high vacuum.Yield: 260 mg (47% of theory)LC-MS (Method 1): Rt=1.93 min; MS (ESIpos): m/z=240 [M+H]+;1H-NMR (400 MHz, DMSO-d6): delta=9.70 (s, 1H), 9.43 (s, 1H), 9.08 (d, 1H), 9.01 (s, 1H), 8.70 (d, 1H), 8.61 (s, 2H), 8.08 (dd, 1H).

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

Reference:
Patent; Thede, Kai; Flamme, Ingo; Oehme, Felix; Ergueden, Jens-Kerim; Stoll, Friederike; Schuhmacher, Joachim; Wild, Hanno; Kolkhof, Peter; Beck, Hartmut; Akbaba, Metin; Jeske, Mario; US2012/264704; (2012); 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

2-((3 -(3 ,5-bis(trifluoromethyl)phenyl)- 1-1 ,2,4-triazol- 1 -yl)methyl)acrylic acid (0.2 g, 0.54 mmol) was dissolved in THE (10 mL) and cooled to 0 C. 2- hydrazinopyrazine (0.072 g, 0.65 mmol) followed by T3P (0.7 mL, 1.09 mmol) andDIPEA (0.4 mL, 2.19 mmol) was added dropwise at 0 C and stuffed for 1 h. The reaction mixture was concentrated under reduced pressure to afford 0.3 g of crude product, which was purified by chromatography (0-5% dichloromethane-methanol) to afford 10 mg of2-((3-(3, 5-bis(trifluoromethyl)phenyl)- 1H- 1,2, 4-triazol- 1 -yl)methyl)-N-(pyrazin-2-yl)acrylohydrazide (Yield: 4%). ?H NMR (400 MHz, DMSO-d6, ppm) = 10.34 (s,1H); 8.92 (s, 1H); 8.73 (s, 1H); 8.51 (s, 2H); 8.29 (s, 1H); 7.99 (s, 1H); 7.87-7.93 (m, 2H); 6.14 (s, 1H); 5.74 (s, 1H); 5.19 (s, 2H): LCMS for C18H14F6N70 [M+Hj:calculated 458.33; found 458.19.

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

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; KATOLIEKE UNIVERSITEIT LEUVEN; SANDANAYAKA, Vincent, P.; SHECHTER, Sharon; DAELEMANS, Dirk; LEEN, Volker; DEHAEN, Wim, Alfons; SHACHAM, Sharon; WO2014/152263; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route 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 solution of 2-hydrazinylpyridine (2, 0.5?mmol) in EtOH (5?mL) was added the corresponding isothiocyanate (3, 0.6?mmol) slowly at room temperature. After the total consumption of the substrate 2 (indicated by TLC), the reaction mixture was treated with iodine (140?mg, 0.55?mmol) and K2CO3 (138?mg, 1?mmol) in sequence, and then stirred at room temperature until TLC indicated the disappearance of the addition intermediate 4. Upon the completion of the reaction, it was quenched with 5% Na2S2O3 (5?mL), diluted with brine (10?mL) and then extracted with CH2Cl2 (enriched 5% MeOH, 4?*?10?mL). The combined organic layer was dried over anhydrous Na2SO4, concentrated, and then purified through silica gel column chromatography using a mixture of EtOAc/petroleum ether (PE) or MeOH/EtOAc as the eluent to afford the product 1.

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:
Article; Jiao, Shufeng; Wang, Zhen; Zhao, Qiongli; Yu, Wenquan; Chang, Junbiao; Tetrahedron; vol. 74; 24; (2018); p. 3069 – 3073;,
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.

(00646] Step A: 5-amino-4-methyl- 1 -(pyrazin-2-yl)- 1 H-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, 7 1%). ?H NMR (DMSO d6) oe 10.3 (br s, 1H), 8.82 (s, 111), 8.30 (d, 211), 6.55 (s, 2H), 1.71 (s, 3H).

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

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78325; (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.

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.

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

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,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: 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.

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:
Article; Tokumaru, Kazuyuki; Bera, Kalisankar; Johnston, Jeffrey N.; Synthesis; vol. 49; 20; (2017); p. 4670 – 4675;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference 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: 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.

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:
Article; Nakka, Mangarao; Tadikonda, Ramu; Rayavarapu, Srinuvasarao; Sarakula, Prasanthi; Vidavalur, Siddaiah; Synthesis; vol. 47; 4; (2015); p. 517 – 525;,
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. Recommanded Product: 54608-52-5

Step 2. (3S,4R)-4-methylbenzyl 3-fluoro-4-((2-(pyrazin-2-yl)-hydrazinecarboxamido)methyl)- piperidine-l-carboxylate [0205] A solution of (3S, 4 ?)-4-methylbenzyl 4-(aminomethyl)-3-fluoropiperidine-l-carboxylate (600 mg, 2.59 mmol) in dichloromethane (3 mL) was added to a solution of triphosgene (260 mg, 2.57 mmol) in dichloromethane (5 m L) at 0 C under nitrogen. Triethylamine (0.68 mL, 4.96 mmol) in dichloromethane (3 m L) was then added dropwise and the mixture was stirred at room temperature. After stirring for 2 hours, the mixture was cooled to 0 C and 2-hydrazinyl pyrazine (272 mg, 2.46 mmol) in dichloromethane (5 m L) was added. The reaction mixture was stirred overnight at room temperature. The mixture was diluted with dichloromethane, and washed with saturated NaHC03, brine, dried over Na2S04 and concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (5% MeOH-DCM) to afford the title compound as a yellow powder (423 mg, 40 %). MS (ESI) calcd for C20H25FN6O3: 416.2; found: 417.2 [M+H]. *H NM (400 M Hz, CD3OD) delta 8.09 (d, J = 2.0 Hz, 2H), 7.94 (d, J = 2.0 Hz, 1H), 7.23 (d, J = 8.0 Hz, 2H), 7.16 (d, J = 8.0 Hz, 2H), 5.09-5.03 (m, 2H), 4.77-4.56 (m, 1H), 4.45-4.35 (m, 1H), 4.24-4.16 (m, 1H), 3.26-3.21 (m, 1H), 3.19-3.12 (m, 1H), 3.07-2.76 (m, 2H), 2.33 (s, 3H), 1.98-1.82 ( m, 1H ), 1.57-1.39 (m, 2H).

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

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (239 pag.)WO2016/100349; (2016); A2;,
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, SDS of cas: 54608-52-5

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 (3X), 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. 1H NMR (500 MHz, CDC13) 8 8. 17-8. 20 (m, 2H), 9.54 (s, 1H). LC/MS (M+1) 189.

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; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application 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.

1) 5-(5-Methyl-2-pyridyl)-1-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid ethyl ester 2-Hydrazinopyrazine (2.363 g) obtained in Referential Example 2 and a solution of 4-(5-methyl-2-pyridyl)-2,4-dioxobutanoic acid ethyl ester (5.04 g) obtained in Method A-step 2) of Referential Example 9 in ethanol (100 mL) were refluxed for 2 hours, followed by cooling in air. To the reaction mixture, concentrated hydrochloric acid (2.65 mL) was added, and the mixture was refluxed for 1 hour, followed by cooling in air. The reaction mixture was neutralized with 1N aqueous sodium hydroxide and then extracted with chloroform. Further, the aqueous layer was extracted with chloroform, and the organic layers were combined, followed by washing with saturated brine and drying over sodium sulfate anhydrate. After a filtration step, the solvent was evaporated under reduced pressure, and the residue was purified through silica gel column chromatography (acetone – chloroform), to thereby give 5-(5-methyl-2-pyridyl)-1-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid ethyl ester as an amorphous product (1.336 g, 22%). 1H-NMR(400MHz,CDCl3)delta:1.43(3H,t,J=6.9Hz), 2.34(3H,s), 4.47(2H,q,J=6.9Hz), 7.23(1H,s), 7.24-7. 30 (1H,m), 7.46(1H,d,J=7.9Hz), 7.56(1H,dd,J=7.9,1.5Hz), 8.21(1H,br s), 8.28-8.32(1H,m), 8.56(1H,d,J=2.4Hz), 9.02(1H,d like, J=1.5Hz). FAB-MS m/z:310(M+H)+.

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

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem