Pyrazines

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. 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, A new synthetic method of this compound is introduced below., Product Details of 87486-34-8

To a solution of Cpd-2 (490 mg, 3 mmol) in iPrOH (20 ml) was added 3,5-dibromo-1- methylpyrazin-2(1H)-one (800 mg, 3 mmol). The reaction mixture was stirred at 90¡ãC for 24 h. The solvent was evaporated and purified by Gel to provide Cpd-3 (0.35 g, 30percent) as a yellow solid.

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; CHEN, Yi; WO2015/50703; (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. 43029-19-2, name is 3-Aminopyrazin-2(1H)-one, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Aminopyrazin-2(1H)-one

3-Aminopyrazin-2(1H)-one (1.5 g, 13.5 mmol) was dissolved inacetic anhydride (6 mL) and the mixture was heated at 100 for 2 h.After the reaction completed (TLC control), the solvent was evaporatedand the residue was slurried in ethyl acetate to afford the crude brownyellow product. The crude product was subjected to refluxed ethanol(60 mL) in the presence of charcoal (30 mg) to give 22 as a yellowprecipitate (0.85 g, yield 50%).

According to the analysis of related databases, 43029-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guo, Shuang; Xu, Mingshuo; Guo, Qi; Zhu, Fuqiang; Jiang, Xiangrui; Xie, Yuanchao; Shen, Jingshan; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 748 – 759;,
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Pyrazine | C4H4N2 – PubChem

Related Products of 87486-34-8, A common heterocyclic compound, 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, molecular formula is C5H4Br2N2O, 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-(iii): Synthesis of 5-bromo- 1 -methyl-3-((4-(morpholine-4-carbonyl) phenyl) amino) pyrazin-2( 1H)-one:Intermediate-8b (0.5g, 1.87mmol), Intermediate-i (0.5 g, 2.49 mmol) in DMA (5 mL) were heated at 110¡ãC for i6hrs. Then the reaction mixture was poured over crushed ice, theprecipitate was filtered, dried under vacuum to get desired product as a yellow solid (400 mg,57percent); 1H NMR (400 MHz, DMSO-d6) oe 9.6 (s, 1H), 8.01 (d, 2H, J=8.8 Hz), 7.40 – 7.38 (m, 3H),3.6-3.45 (m, 1 1H); MS (ES) m/z 395 (M+1).

The synthetic route of 87486-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; BORUAH, Anima; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; WO2014/125410; (2014); 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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H6N2O2

General procedure: To the dipeptide salt (7 or 11, 1 mmol) in Schemes 2 and 3 wasadded a solution of 7 N NH3 in CH3OH (10 mL) and reaction mixturewas stirred for 10 min at 0 C. The solvent was evaporatedunder reduced pressure to afford free peptides, which was dissolvedin DMF (4 mL) and cooled to 4 C. To this reaction mixturerequisite carboxylic acid (1 mmol), DIC (1.1 mmol) and HOBt(1.1 mmol) was added and stirring continued at 4 C for 36 h. Thesolvent was removed under reduced pressure and the resultingresidue purified by column chromatography over neutral alumina using CHCl3/CH3OH (4:1) as eluant to afford desired peptides.The peptides were checked for their homogeneity on aShimadzu SPD-M20A HPLC system using a Supelcosil LC-8(25 cm 4.6 mm ID) column. The peptides were analyzed by usingan isocratic solvent system of CH3CN-H2O-TFA (70:30:0.8%) usinga SUPELCOSIL C-18 column with a flow rate of 1 mL/min

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Meena, Chhuttan L.; Thakur, Avinash; Nandekar, Prajwal P.; Sangamwar, Abhay T.; Sharma, Shyam S.; Jain, Rahul; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5641 – 5653;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

1053656-22-6, name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, 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: C14H21N3O4

0081] Method A-Step c: Preparation of tert-butyl 2-(hydroxymethyl)-5,6- dihydroi [0082] To a stirred solution of 7-tert-butyl 2-ethyl 5,6-dihydroimidazo[l,2-a]pyrazine – 2,7(8H)-dicarboxylate (50 mg, 0.17 mmol) in anhydrous THF (2 mL) was added L1AIH4 (13 mg, 0.34 mmol) batches at 0 C. The mixture was stirred at the same temperature for 30 minutes. TLC showed that the reaction was complete. The reaction mixture was quenched with Na2S04.10H2O. The mixture was dried over anhydrous Na2S04> filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (CH2Cl2:MeOH = 50: 1) to give a colorless oil (30 mg, 69.8%). *H NMR (400 MHz, CDC13) delta 6.81 (s, 1H), 4.67 (s, 2H), 4.57 (s, 2H), 3.95 (d, / = 5.2 Hz, 2H), 3.84 (s, 2H), 1.48 (s, 9H).

The synthetic route of 1053656-22-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHANG, Xiaohu; WO2014/113191; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 6966-01-4, 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. 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

PdCl2(PPh3)2 (756.6 mg, 1.078 mmol) was added to a stirred suspension of methyl 3-amino-6-bromo-pyrazine-2-carboxylate (5 g, 21.55 mmol), 2-(4-isopropylsulfonylphenyl)- 4,4,5,5-tetramethyl-l,3,2-dioxaborolane (8.022 g, 25.86 mmol) and 2M aqueous Na2CO3 (32.32 mL, 64.65 mmol) in 1 ,2-dimethoxyethane (60 mL) and the reaction heated at 90 C for 23 hours. The reaction mixture was cooled to ambient temperature and the resultant precipitate isolated by filtration. The solid residue was suspended in water and acidified with 1M HCl. The mixture was stirred for 20 minutes and the precipitate isolated by filtration and dried in vacuo at 50 C to give the sub-title compound as a green solid (3.04 g, 44% Yield). The filtrate was acidified further and extracted with EtOAc (x 3). The combined organic extracts were dried (MgS04), filtered and concentrated in vacuo to give a further portion of the sub-title product (1.13 g, 16% Yield). The products were combined to give the sub-title compound as green solid (4.17 g, 60% Yield). 1H NMR (400.0 MHz, DMSO) delta 1.18 (d, 6H), 3.45 (q, 1H), 7.72 (s, 2H), 7.92 (d, 2H), 8.35 (d, 2H), 9.01 (s, 1H) and 13.25 (br s, 1H) ppm; (ES+) 322.1.

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, Methyl 3-amino-6-bromopyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; DURRANT, Steven, John; YOUNG, Stephen, Clinton; STORCK, Pierre-Henri; VIRANI, Aniza, Nizarali; REAPER, Philip, Michael; PINDER, Joanne; WO2011/143423; (2011); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 622392-04-5, name is 2-Bromo-5-iodopyrazine, molecular formula is C4H2BrIN2, 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. COA of Formula: C4H2BrIN2

t-butyl 4-(hydroxymethyl)piperidin-1-carboxylate (the product of synthesis step 1 of compound 431; 2.70 g, 12.54 mmol), 2-bromo-5-iodopyrazine (3.57 g, 12.54 mmol) and NaH (0.36 g, 15.05 mmol) were dissolved in 70 C. for THF (30 mL), following with stirring at the same temperature for 6 hours. The reaction mixture was added with water, and extracted with EtOAc. The organic layer was washed with saturated NH4Cl aqueous solution, dried over anhydrous MgSO4, and filtered. The filtrate was concentrated under reduced pressure. The concentrate was purified by column chromatography (SiO2, 12 g cartridge; EtOAchexane=0% to 20%), and concentrated to yield the title compound as white solid (4.04 g, 76%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 622392-04-5, its application will become more common.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; Lee, ChangSik; Jang, TaegSu; Choi, DaeKyu; Ko, MooSung; Kim, DoHoon; Kim, SoYoung; Min, JaeKi; Kim, WooSik; Lim, YoungTae; US2015/166480; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 33332-28-4,Some common heterocyclic compound, 33332-28-4, name is 2-Amino-6-chloropyrazine, molecular formula is C4H4ClN3, 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 6-chloro-2-pyrazinamine (4 kg, 31 mol, 1.00 equiv), Et3N (4.7 kg,46.5 mol, 1.50 equiv), Pd(OAc)2 (139 g, 0.62mo1, 0.02 equiv), dppf (343 g, 0.62 mol, 0.02equiv) in methanol (60 L) was placed in a 100 L pressure tank reactor(10 atm).The resulting solution was allowed to react for 5 h while maintaining the temperature at 85C. The reaction progress was monitored by TLC (DCM: MeOH = 20: 1) until the starting material was consumed completely, and cooled to room temperature. The resulting mixture was concentrated under vacuum. The residue was washed with water 50 L. Thefilter was collected and dried. The product (3.8 kg, purity = 95 %, 80 % yield)obtained as a pale brown solid.1H-NIVIR (300 MHz, DMSO-d6) : 8.27(1H, s), 8.06(1H, s), 6.87(2H, b), 3.84(3H, s). LC-MS: m / z = 154(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-Amino-6-chloropyrazine, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CUI, Haifeng; HENNESSY, Alan; JIN, Qi; MILES, Timothy James; MOSS, Stephen Frederick; PEARSON, Neil David; (173 pag.)WO2017/29602; (2017); A2;,
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. 914452-71-4, name is 2-Bromo-6-methylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H5BrN2

Step A: N-(6-Methylpyrazin-2-yl)ethane-1 ,2-diamine2-Bromo-6-methyl-pyrazine (220 mg, 1 .44 mmol) was dissolved in ethylenediamine (2 ml) and stirred under microwave heating for 30 minutes at 15000 in a closed vial. The reaction mixture was concentrated under reduced pressure, toluene was added and the volatiles were removed under reduced pressure. The last step was repeated two times. The remaining solid was used directly in the next step.

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 914452-71-4.

Reference:
Patent; INTERVET INTERNATIONAL B.V.; INTERVET INC.; BERGER, Michael; ECK, Marko; KERN, Christopher; WO2013/144179; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 13484-56-5,Some common heterocyclic compound, 13484-56-5, name is 3-Chloro-6-methoxypyrazin-2-amine, molecular formula is C5H6ClN3O, 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.

Sodium hexamethyldisilazane (1M solution in THF; 0.82 ml) was added dropwise to amixture of 3-amino-2-chloro-5-methoxypyrazine (0.075 g), 7-[2-(4-acetylpiperazin-l-yl)ethoxy]-4-chloro-5-tetrahydropyran-4-yloxyquinazoline (0.17 g) and THF (2.4 ml) thathad been cooled to 0C and the mixture was stirred at 0C for 5 minutes and at ambienttemperature for 30 minutes. Glacial acetic acid (0.053 ml) was added and the reaction mixturewas evaporated. The residue was purified by column chromatography on silica usingincreasingly polar mixtures of methylene chloride and a 7M methanolic ammonia solution aseluent. The material so obtained was triturated under diethyl ether. There was thus obtainedthe title compound as a solid (0.136 g); NMR Spectrum: (CDC13) 2.04 (m, 2H), 2.1 (s, 3H),2.24 (m, 2H), 2.59 (m, 4H), 2.9 (m, 2H), 3.7-3.5 (m, 6H), 4.0 (s, 3H), 4.08 (m, 2H), 4.25(m, 2H), 4.78 (m, 1H), 6.61 (s, 1H), 6.89 (s, 1H), 7.81 (s, 1H), 8.66 (s, 1H), 9.99 (s, 1H);Mass Spectrum: M+H1″ 558 and 560.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-6-methoxypyrazin-2-amine, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108711; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem