Tag: M.W=100-200

Electric Literature of 3149-28-8, A common heterocyclic compound, 3149-28-8, name is 2-Methoxypyrazine, molecular formula is C5H6N2O, 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: Perfluorobutanesulfonyl azides 1a (715 mg, 2.2 mmol) and pyrazine 2a (2.0 mmol) was mixed without solvent at room temperature, this reaction mixture stirred for 8 h at 120 C, TLC analysis showed the reaction was completed. The product 3aa was obtained by flash column chromatography (using petroleum ether/ethyl acetate=2:1 as eluant) as a yellow solid in 34% yield (234 mg).

The synthetic route of 3149-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xiong, Wanting; Zhang, Hongfei; Xin, Yong; Zhu, Shizheng; Tetrahedron; vol. 67; 12; (2011); p. 2232 – 2237;,
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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: Methyl 5-chloropyrazine-2-carboxylate

a) Methyl 5 -(3,3 -difluoroazetidin- 1 -yl)pyrazine-2-carboxylateTo a stirred solution of methyl 5-chloropyrazine-2-carboxylate (2.0 g, CAS 33332-25-1) in dioxane (45 ml) were added 3,3-difluoroazetidine hydrochloride (1.9 g, CAS 288315-03-7) andtriethylamine (4.19 ml). The reaction mixture was stirred at 45 C overnight. TLC analysis showed the reaction was complete. The reaction mixture was poured into aq. brine and extracted twice with ethyl acetate. The combined organic phases were dried over Na2SO4 and concencentrated in vacuo. The residue was purified by flash column chromatography (silica gel; eluent: 50% ethyl acetate in heptane) to afford methyl 5-(3,3-difluoroazetidin-1-yl)pyrazine-2-carboxylate (1.21 g, 46%) as a white solid. MS (ISP): 230.2 ([M+H]j.

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GALLEY, Guido; NORCROSS, Roger; PFLIEGER, Philippe; WO2014/72257; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 41110-29-6, name is Methyl 3-methylpyrazine-2-carboxylate, 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. Product Details of 41110-29-6

A solution of mixture of 2-(methoxycarbonyl)-3-methylpyrazine 1-oxide compound with 3-(methoxycarbonyl)-2-methylpyrazine 1-oxide (1:1) (5.1 g, 15.17 mmol) in toluene (50 mL) was cooled to 0 C. To the mixture was added phosphorus oxychloride (2.78 ml, 30.3 mmol) under nitrogen followed by n,n?-dimethylformamide (0.117 ml, 1.517 mmol). The reaction mixture was stirred at room temperature for 4 h and then was heated to 65 C. for 18 h. The mixture was cooled to room temperature, diluted with EtOAc and washed with saturated NaHCO3 solution. The aqueous layer was back-extracted with EtOAc. The combined organic extracts were dried (MgSO4), filtered and concentrated in vacuo. The mixture was purified with ISCO (0% to 50% EtOAc/Hexanes) to afford both isomers: methyl 5-chloro-3-methylpyrazine-2-carboxylate (0.68 g, 48.1% yield) and methyl 6-chloro-3-methylpyrazine-2-carboxylate (1.5 g, 106% yield).

The synthetic route of Methyl 3-methylpyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WHITE, Ryan; ALLEN, Jennifer R.; EPSTEIN, Oleg; HONG, Fang-Tsao; HUA, Zihao; HUMAN, Jason Brooks; LOPEZ, Patricia; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; TAMAYO, Nuria A.; ZHENG, Xiao Mei; US2014/213581; (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

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

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

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

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

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

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