Category: 54608-52-5

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.

To a solution of 2-hydrazinylpyrazine (3.00 g, 27.2 mmol) in ethanol (30 mL) was added 3-methylbutanoic anhydride (7.61 g, 40.9 mmol) at 0 , and the resulting mixture was stirred for 1 h at 0 . The reaction solution was then quenched b the addition of water (100 mL), and the resulting mixture was extracted with EtOAc (3 x 100 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous Na 2 SO4, and filtered The filtrate was concentratedunder reduced pressure to afford 3-methyl-N ‘-. (pyrazin-2-yl) butanehydrazide, which was used in the next step without further purification. MS (ESI) calc’d for (C9 H15 N4 O) [m + H] + 195; found 195

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

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. HPLC of Formula: C4H6N4

In a 8 mL vial with magnetic stirrer and screw cap, ethyl 4-chloro-7- methoxyquinoline-3-carboxylate (70 mg, 0.26 mmol, 1 equiv.) and 2-hydrazinopyrazine (32 mg, 0.29 mmol, 1.1 equiv.) were dispersed in 1.5 mL ethanol, triethylamine (40 muL, 0.29 mmol, 1.1 eq.) was added and the reaction mixture was heated to reflux under argon atmosphere. After 20 h the reaction mixture was rinsed with 4 mL water, filtered and the precipitate was washed with 15 mL EtOAc/PE (1/1). The yellow solid was dried under reduced pressure to give the desired product. Yield: 58% (0.15 mmol, 45 mg), Appearance: yellow solid, TLC: 0.38 (10% MeOH in CH2Cl2), M.p.: >300 C, 1H NMR (400 MHz, DMSO- d6) delta 3.88 (s, 3H), 7.16- 7.23 (m, 2H), 8.13 (dd, J = 8.5, 0.8 Hz, 1H), 8.44 (d, J = 2.5 Hz, 1H), 8.56 (dd, J = 2.5, 1.5 Hz, 1H), 8.75 (s, 1H), 9.51 (d, J = 1.4 Hz, 1H), 12.74 (br s, 1H).13C NMR (101 MHz, DMSO-d6) delta 55.6 (q), 102.1 (d), 105.0 (s), 112.2 (s), 115.5 (d), 123.9 (d), 136.6 (d), 137.3 (s), 140.0 (d), 140.1 (d), 142.8 (d), 144.9 (s), 148.0 (s), 160.8 (s), 162.4 (s). HR-MS: Calc.[M+H]+ m/z (predicted) = 294.0992, m/z (measured) = 294.0992, difference = 0.00 ppm.

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

Reference:
Patent; UWM RESEARCH FOUNDATION, INC.; MEDICAL UNIVERSITY OF VIENNA; NATIONAL TAIWAN UNIVERSITY; UNIVERSITY OF BELGRADE-FACULTY OF PHARMACY; CHIOU, Lih-Chu; COOK, James; ERNST, Margot; FAN, Pi-Chuan; KNUTSON, Daniel; MEIRELLES, Matheus; MIHOVILOVIC, Marko; SIEGHART, Werner; VARAGIC, Zdravko; VERMA, Ranjit; WIMMER, Laurin; WITZIGMANN, Christopher; SIEBERT, David, Chan Bodin; SAVIC, Miroslav, M.; (170 pag.)WO2016/196961; (2016); 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.

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¡Á), 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

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

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

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.

Synthesis of (E)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-lH-l,2,4-triazol-l-yl)-N’- (pyrazin-2-yl)acrylohydrazide :To a solution of (E)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-lH-l,2,4-triazol-l- yl)acrylic acid (0.75 g,) in EtOAc (25 mL) and THF (12.5 mL) was added a solution of 2- hydrazinopyrazine (0.23 g) in 12 mL THF at room temperature. T3P (50% in ethyl acetate, 1.52 mL) and DIPEA (1.46 mL) were added dropwise and simultaneously and the reaction mixture was stirred for 30 min at room temperature before being quenched with ice-cold water and extracted with EtOAc (3 x 25 mL). The combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure (35C, 20 mmHg), affording 0.698 g of a crude solid. Trituration first with petroleum ether then with Et20 afforded 275 mg (yield: 29%) (E)-3-(3-(3,5-bis(trifiuoromethyl) phenyl)- 1H- 1,2,4- triazol-l-yl)-N’-(pyrazin-2-yl)acrylohydrazide. 1H NMR (400 MHz, DMSO-d6) delta ,10.3 (s, 1H), 9.15 (s, 2H), 8.59 (s, 2H), 8.30-8.26 (d, J= 14.8 Hz, 1H), 8.13 (s, 1H), 8.06-8.07 (m, 1H), 6.98-6.95 (d, J= 13.4 Hz, 1H); LCMS for Ci7H12F6N70 [M+H]+ 443.31 ; found 444.19 (RT 2.625 min, purity: 99.06%).

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

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., COA of Formula: C4H6N4

[00495] Step A: 2-(5 -methyl-4-nitroso-3-phenyl- 1 H-pyrazol- 1 -vDpyrazine. 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 mu) 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% CH2CI2, 50% EtOAc/hexanes) to furnish the title compound as a turquoise solid (325 mg, 31%). MS (apci) m/z = 266.1 (M+H).

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; ARRAY BIOPHARMA INC.; BRANDHUBER, Barbara, J.; JIANG, Yutong; KOLAKOWSKI, Gabrielle, R.; WINSKI, Shannon, L.; WO2014/78322; (2014); 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.

A solution of methyl 3 -(4-methanesulfonylphenyl)-2-methyl-3 -oxopropanoate (1 g, 3.7 mmol) and 2-hydrazinylpyrazine (0.41 g, 3.7 mmol) in ethanol (15 mL) was heated in a pressure tube for 2 hours at 70 C, followed by 72 hours at about 25 C and 24 hours at 70 C. The reaction mixture was cooled to about 25 C and the solvent was removed under reduced pressure to afford a brown oil. Thecrude oil was purified by silica gel chromatography eluting in 0-30 % methanol: ethyl acetate, followed by an SCX-2 cartridge eluting in methanol to give the title compound as a yellow solid (40 mg, 3 %). LC-MS tR = 0.95 mi [M+H] = 331, ?H NMR (500 MHz, Methanol-d4) 9.56 (s, 1H), 8.59 – 8.50 (m, 2H), 8.14 (d, J = 8.5 Hz, 2H), 8.05 (d, J = 8.5 Hz, 2H), 3.22 (s, 3H), 2.16 (s, 3H).

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

Reference:
Patent; CARDIOXYL PHARMACEUTICALS, INC.; THE JOHNS HOPKINS UNIVERSITY; KALISH, Vincent, J.; BROOKFIELD, Frederick, A.; COURTNEY, Stephen, M.; FROST, Lisa, M.; TOSCANO, John, P.; GUTHRIE, Daryl, A.; NORTH, Carl, L.; (442 pag.)WO2015/183839; (2015); 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., Computed Properties of C4H6N4

General procedure: 2.5. General preparation of dregamine andtabernaemontanine derivatives 3-12Dregamine/tabernaemontanine (1/2) (1 equiv.) was dissolved in MeOH (3 mL) with the suitablehydrazine/hydroxylamine (3 equiv.) and a catalytic amount of acetic acid. Themixture was stirred under reflux for 2-24 h. The reaction mixture was extractedwith EtOAc (3 x 50 mL). The organic layers were combined and dried (Na2SO4).The solvent was removed under vacuum at 40 C and the obtained residue waspurified by column chromatography 2.5.6. Tabernaemontanine pyrazine-2-ylhydrazone(8) Obtained from reaction of the compound 2 with 2-hydrazinopyrazine(Sigma-Aldrich Chemie GmbH, Riedstrasse D-89555, Steinhelm, Germany; 3 equiv).The mixture was left under reflux for 24 h. The residue was purified by flashcolumn chromatography (silica gel CH2Cl2/MeOH 1:0 to93:7) to afford 10 mg (0.022 mol, yield 36 %) of an amorphous orange powder. IR(NaCl) vmax 3526,1730, 1656 cm-1.1H NMR (400 MHz, MeOD) delta 9.15 (1H, s, H-3?), 8.67 (1H, bs, H-6?),8.51 (1H, bs, H-5?), 8.16 (1H, d, J = 8.0 Hz, H-9), 8.03 (1H, bs, N-H), 7.93 (1H, d, J = 8.0Hz, H-12), 7.80 (1H, t, J = 7.8 Hz, H-11), 7.66 (1H, t, J = 7.6Hz, H-10), 4.55 (1H, td, J = 8.0, 3.0 Hz, H-5), 3.84 (2H, m, H-6), 3.60(3H, m, H-14, H-15), 3.50 (2H, m, H-16, H-21a), 3.21 (3H, s, -COOMe),3.11 (3H, s, N-Me), 2.33 (2H, m, H-19), 2.19 (1H, m, H-21b), 2.10 (1H, m,H-20), 1.62 (3H, t, J = 7.3 Hz, H-18) ppm; 13C NMR (101 MHz,MeOD) delta 173.2 (-COOMe), 155.5 (C-3), 153.9 (C-2?), 142.7 (C-6?), 141.8(C-5?), 138.0 (C-13), 134.3 (C-3?), 131.0 (C-8), 124.6 (C-11), 119.9 (C-10),119.7 (C-9), 115.2 (C-7), 111.7 (C-12), 59.3 (C-5), 50.9 (-COOMe), 46.8(C-21), 43.6 (N-Me), 43.0 (C-20), 42.9 (C-16), 34.0 (C-15), 32.2 (C-14), 26.5(C-19), 19.4 (C-6), 13.1 (C-18) ppm. HRMS-ESI-TOF m/z calcd C25H30N6O2[M+H] + 447.2430, found 447.2510.

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; Paterna, Angela; Borralho, Pedro M.; Gomes, Sofia E.; Mulhovo, Silva; Rodrigues, Cecilia M.P.; Ferreira, Maria-Jose U.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3556 – 3559;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference 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.

Step 1:; To a suspension of hydrazinopyrazine (400 mg, 3.57 mmol) in 50 ml Toluene was added 2(4-fluorphenyl)-1-(pyridin-4y1)ethanone (770 mg, 3.57 mmol) (J. Med Chem. 2003, 46, 4702) and p-toluenesulfonic acid (50 mg). The reaction mixture was refluxed with azeotropic removal of water. After 16 h, the reaction mixture was concentrated in vacuo to give the crude pyrazinylhydrazone (1.35 g) which was used in the next step without further purification.

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; Bayer CropScience AG; EP2338890; (2011); 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., 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.

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

Application 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.

Synthesis of 4-bromo-A, -(pyrazin-2-yl)benzohydrazide (15): 4-Bromohcnzoic acid (0.5 g, 2.4 mmol) was dissolved in dichloromethane (20 mL) and cooled to 0 C. 2- Hydrazinylpyrazine (0.32 g, 2.9 mmol), EDCI (0.55 g, 2.9 mmol), HOBt (0.39 g, 2.9 mmol) and DIPEA (0.96 g, 7.4 mmol) were added at 0 C. The reaction mixture was allowed to warm to room temperature and stirred for 4 h. The reaction mixture was transferred into water (100 mL) and extracted with CH2C12 (3 x 25 mL). The combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to give crude product, which was purified by silica gel chromatography (0-5% MeOH in CH2C12) to obtain 4-bromo-N’-(pyrazin-2-yl)benzohydrazide (15). (Yield: 0.15 g, 20%). LCMS: m/z 295. 18 [M+2], = 1.8 min.

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

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; MCCAULEY, Dilara; LANDESMAN, Yosef; GOLAN, Gali; KALID, Ori; SHECHTER, Sharon; WO2015/3166; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem