Pyrazines

Electric Literature of 5521-55-1, 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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

Example 82; (R)-N-(5-(2-(3-fluorophenyl)pyrrolidin-l-yl)pyrazolo[l,5-alpyrimidin-3-yl)-5- methylpyrazine-2-carboxamide; [00499] To a mixture of (R)-5-(2-(3-fluorophenyl)pyrrolidin-l-yl)pyrazolo[l,5- a]pyrimidin-3 -amine (Example 6, Step A; 50 mg, 0.17 mmol, prepared as described in a previous example), 5-methylpyrazine-2-carboxylic acid (46 mg, 0.34 mmol), and HATU (128 mg, 0.34 mmol) was added 0.7 mL DMF to make a solution. After cooling in an ice bath for 10 minutes, DIEA (0.088 mL, 0.5 mmol) was added to the reaction drop-wise. The reaction was allowed to warm up to ambient temperature and stirred for 2 hours. The reaction mixture was directly filtered, rinsing with acetonitrile and then with ether, to provide the final product as a beige solid (44 mg, 63% yield). MS (apci) m/z = 418.2 (M+H).

The chemical industry reduces the impact on the environment during synthesis 5-Methylpyrazine-2-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARRAY BIOPHARMA INC.; HAAS, Julia; ANDREWS, Steven, W.; JIANG, Yutong; ZHANG, Gan; WO2010/48314; (2010); 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. 1196152-38-1, name is 2-Bromo-5-(trifluoromethyl)pyrazine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1196152-38-1

bis(triphenylphosphine)palladium(II) chloride (21.40 mg, 0.030 mmol), triphenylphosphine (15.99 mg, 0.061 mmol), TEA (4.5 ml, 32.3 mmol), 2-bromo-5-(trifluoromethyl)pyrazine (346 mg, 1.524 mmol) and copper(I) iodide (11.61 mg, 0.061 mmol) were collected together in a round bottomed flask. The mixture was stirred for 30 minutes and then 1,1- dimethylethyl (lR,4S,6R)-4-ethynyl-3-azabicyclo[4.1.0]heptane-3-carboxylate D5 (337 mg) was added. The reaction was stirred at room temperature for 2 hours.A saturated solution of H4CI (10 ml) was added and the aqueous layer was back extracted with diethyl ether (3 x 10 ml). The collected organic layers were washed with brine (3 x 5 ml), dried over Na2S04, filtered, and concentrated under vacuum to give the crude product. The crude product was purified by silica gel chromatography (SNAP KP-Sil 25g cartridge; eluted with Cy/EtOAc 5CV from 100% Cy to 90/10, 5 CV 90/10).Collection and evaporation of the fractions gave the title compound D27 (300 mg).UPLC (GEN_QC_SS) rt = 1.02 minutes, peak observed: 312 [M-C(CH3)3] Ci8H20F3N3O2 requires: 368.

According to the analysis of related databases, 1196152-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; WO2012/89607; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5521-55-1, The chemical industry reduces the impact on the environment during synthesis 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

Intermediate: te/t-butyl 5-methylpyrazin-2-ylcarbamate (29a) (29a)To a stirred solution of 5-methyl-2-carboxylic acid (138 g, 1.0 mol) in dioxane (1 L) was added te/t-BuOH (100 mL) and diphenylphosphoryazide (330 g) and the reaction mixture was heated at reflux for 12 hours. The reaction mixture was concentrated to dryness and the residue was purified by flash column chromatography (ethyl acetate/hexanes), then recrystalized from ether to provide te/t-butyl 5-methylpyrazin-2- ylcarbamate (29a).

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, 5-Methylpyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; BENBOW, John William; LOU, Jihong; PFEFFERKORN, Jeffrey Allen; TU, Meihua Mike; WO2010/13161; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, 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 55557-52-3, Recommanded Product: 55557-52-3

Step 6: synthesis of N-(3-(7-aminothieno[2,3-b]pyrazine-6-carbonyl)-4-methylphenyl)-3-(2-cyanopropan-2-yl)benzamide (116) A solution of 3-(2-cyanopropan-2-yl)-N-(3-(2-mercaptoacetyl)-4-methylphenyl)benzamide 115 (0.094 mmol, 33 mg), 3-chloropyrazine-2-carbonitrile (0.094 mmol, 13 mg) and sodium carbonate (0.112 mmol, 12 mg) in ethanol (1 mL) was stirred 2 h at 50 C. Quenched in 1N HCl solution and extracted with CH2Cl2. Organic layer was dried and evaporated. Purification by HPLC gave N-(3-(7-aminothieno[2,3-b]pyrazine-6-carbonyl)-4-methylphenyl)-3-(2-cyanopropan-2-yl)benzamide 116 (9 mg, 21%). NMR (400 MHz, DMSO-d6) 1.74 (s, 6H), 2.27 (s, 3H), 7.37 (d, J=8.6 Hz, 1H), 7.60 (t, J=7.8 Hz, 1H), 7.76 (d, J=7.8 Hz, 1H), 7.81 (dd, J=8.2 Hz and 2.3 Hz), 7.95 (m, 2H), 8.04 (m, 3H), 8.82 (s, 2H), 10.44 (s, 1H).(m/z)=457 (M+H)+.

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; Folmer, Brigitte Johanna Bernita; Man, de Adrianus Petrus Antonius; Gernette, Elisabeth Sophia; Corte Real Goncalves Azevedo, Rita; Ibrahim, Hemen; US2013/79341; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 123-32-0, 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. 123-32-0, name is 2,5-Dimethylpyrazine, This compound has unique chemical properties. The synthetic route is as follows.

54 g (498 mmol) of 2,5-dimethylpyrazine (manufactured by Tokyo Chemical Industry Co., Ltd.) and 224 g (2.02 mol) of selenium dioxide were added to 840 ml of a mixed solution of pyridine and water (mixing mass ratio: 20/1) And the mixture was heated under reflux for 48 hours. The reaction solution was cooled to ambient temperature and filtered, and the filtration residue was washed with a mixed solution of pyridine and water (mixing mass ratio: 20/1), the filtrate and the washing solution were combined and the liquid was distilled off to obtain a solid It was.The resulting solid was dispersed in 2 M dimethylamine aqueous solution used as an extraction solvent, and residual solids were removed from the extract by filtration. By distilling off the solvent from the extract, 71 g (yield 85%) of 2,5-pyrazinedicarboxylic acid (3) was obtained.

The chemical industry reduces the impact on the environment during synthesis 2,5-Dimethylpyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IHI Corporation; Waseda University; Sato, Yutaka; Kanomata, Norihiro; Yuchi, Takeshi; (19 pag.)JP2018/140981; (2018); A;,
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. 6705-33-5, name is Pyrazin-2-ylmethanol, A new synthetic method of this compound is introduced below., Formula: C5H6N2O

To a neat mixture of 3-(3-((6-fluoropyridin-3-yl)methyl)isoxazol-5-yl)pyridin-2 -amine (Intermediate E, 50 mg, O. l9mmol) and pyrazin-2-ylmethanol (204mg, l.85mmol) was added potassium 2-methylpropane-2-olate (1M in THF, l.85mL, l.85mmol) and the mixture was stirred for 30min. The mixture was transferred to a silica gel samplet which was subsequently loaded on to a Biotage Snap column. The residue was purified by column chromatography (Si02, hexane/ethyl acetate). Combined fractions were concentrated under reduced pressure. Residue was dissolved in acetonitrile (5mL) and water (lOmL), frozen and lyophilized to yield 3-(3-((6-(pyrazin-2-ylmethoxy)pyridin-3- yl)methyl)isoxazol-5-yl)pyridin-2 -amine (20mg, 0.055mmol, 30%) as a white solid. MS: 361.2 [M+H]+.

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; AMPLYX PHARMACEUTICALS, INC.; TRZOSS, Michael; COVEL, Jonathan; SHAW, Karen Joy; WEBB, Peter; (240 pag.)WO2019/113542; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 33332-25-1, A common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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.

INTERMEDIATE 28 Methyl 5-[(oxan-4-yl)amino]pyrazine-2-carboxylate Methyl 5-chloro-2-pyrazinecarboxylate (507mg, 2.94mmol), Et3N (1.08mL, 7.64mmol) and 4-aminotetrahydropyran (395uL, 3.82mmol) were dissolved in dioxane (5ml_) and heated in a microwave reactor at 100C for 20min. Water (50mL) and brine (25ml_) were added and the reaction mixture was extracted into EtOAc (2x100ml_), dried (MgSC>4) and concentrated in vacuo to give the title compound (236mg, 33.9%) as a yellow oil. LCMS (ES+): 238.2 [MH]+.

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; PROXIMAGEN LIMITED; ESPENSEN, Max; PATIENT, Lee; EVANS, David; SIMPSON, Iain; SAVORY, Edward; WO2014/140592; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 22047-25-2, 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. 22047-25-2, name is Acetylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Preparation 21-Pyrazin-2-yl-ethylamineThe synthetic procedure used in this preparation is outlined below in Scheme C. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dichloromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

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, Acetylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dillon, Michael Patrick; Krauss, Nancy Elisabeth; US2010/324070; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 19847-12-2, name is Pyrazinecarbonitrile, 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. Formula: C5H3N3

Alternatively, 2-pyrazinecarboxamidine hydrochloride can be prepared as follows: A solution of 2-pyrazinecarbonitrile (21 g, 200 mmol) in a mixture of 10 mL of methyl alcohol and 120 mL of diethyl ether is treated with hydrogen chloride gas at 0 C. The mixture is then stored at 5 C. for 3 days. The precipitates are collected by filtration and and dried. This solid is then suspended in 100 mL of ethyl alcohol and the mixture is treated with ammonium gas at 0 C. The mixture is then stored at 5 C. for 4 days, and filtered. Concentration of the filtrate gives 2-pyrazinecarboxamidine hydrochloride as a tan solid (2.8 g).

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

Reference:
Patent; Wyeth; US2005/75357; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 43029-19-2,Some common heterocyclic compound, 43029-19-2, name is 3-Aminopyrazin-2(1H)-one, molecular formula is C4H5N3O, 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: The pyrazin-2(1H)-one base (11a, 14, 19, 20, 21 or 23) (2 mmol)was added in 1,1,1,3,3,3-hexamethyl-disilazane (HMDS, 10 mL) andheated at 120 for 3 h. Then, the solvent was removed in vacuo asmuch as possible and the obtained residue was dissolved or suspendedin DCM (15 mL), followed by the addition of sugar donor (B or C,2.4 mmol, 1.2 eq.). SnCl4 (2.0 mmol, 1.0 eq.) was added dropwise to thesolution in an ice bath and the reaction mixture was stirred overnight atrt. The solution was diluted with DCM (50 mL), washed with water(20 mL×2), dried over Na2SO4 and concentrated in vacuum. Thecrude residue was purified by silica gel column chromatography to giveintermediates 24a-24e and 27a-27c, which were subsequently treatedwith K2CO3 (2 mmol, 2 eq.) in MeOH (15 mL) to give nucleosides 25 a-25e and 28a-28c.

The synthetic route of 43029-19-2 has been constantly updated, and we look forward to future research findings.

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;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem