Category: Pyrazines

Related Products of 75907-74-3, 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. 75907-74-3, name is (3,5,6-Trimethylpyrazin-2-yl)methanol belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Weigh 2-hydroxymethyl-3,5,6-trimethylpyrazine (3.0 g, 25 mmol),Dissolved in 50mL of absolute ethanol,Manganese dioxide powder (4.34 g, 50 mmol) was added with stirring.The reaction was carried out under heating and reflux for 6 h.Cooling the reaction solution,Add diatomaceous earth and filter under reduced pressure.After the filter cake is rinsed with ethanol,Merged with the filtrate,Evaporation of the solvent gave a pale yellow solid.Is a crude product of 3,5,6-trimethylpyrazine-2-formaldehyde,Then perform rapid column chromatography separation,Light yellow solid,That is pure 3,5,6-trimethylpyrazine-2-carboxaldehyde,Yield 90%,Melting point 84-85 C.

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, (3,5,6-Trimethylpyrazin-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong University; Liu Xinyong; Zou Jinmi; Zhan Peng; (14 pag.)CN108484511; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, 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 109838-85-9, Computed Properties of C9H16N2O2

Step C – Synthesis of Intermediate Compound Int-7c To a solution of (i?)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (6.16 g, 33.4 mmol) in THF (60 mL) was added TBAI (617 mg, 1.67 mmol). The mixture was cooled to -78 °C and a solution of n-BuLi (14.7 mL, 2.5M in hexanes, 36.75 mmol) was slowly added over 10 minutes. The reaction mixture was allowed to stir at -78 °C for 30 minutes, then Int-7b in THF (20 mL) was slowly added over 10 minutes. The reaction was allowed to stir at -78 °C for 2 hours then allowed to warmed to room temperature and stirred for about 15 hours. The reaction was quenched by addition of MeOH (5 mL), concentrated in vacuo, water added (50 mL) followed by diethyl ether (50 mL) and the layers were separated. The organic layer was washed with water (2 chi 50 mL) then dried over Na2S04, filtered and concentrated in vacuo to provide the crude product. Further purification by column chromatograpy on a 330 g ISCO Redi-Sep silica gel column using a eluent of CH2C12 with a gradient of 0-10percent EtOAc/hexanes afforded the desired product Int-7c as a light amber oil (8.65 g, 63percent). 1H NMR (CDC13) delta 4.07-3.99 (m, 1H), 3.94- 3.89 (m, 1H), 3.79-3.71 (m, 2H), 3.68-3.63 (m, 6H), 2.32-2.17 (m, 1H), 1.25-1.21 (m, 1H), 1.06-0.95 (m, 5H), 0.88 (s, 10H), 0.74-0.68 (m, 1H), 0.69-0.66 (m, 2H), 0.12-0.02 (m, 12H).

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, (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DWYER, Michael, P.; KEERTIKAR, Kartik, M.; ZENG, Qingbei; MAZZOLA, Robert, D., Jr.; CALDWELL, John, P.; TANG, Haiqun; NAIR, Anilkumar Gopinadhan; SHANKAR, Bandarpalle, B.; ROSENBLUM, Stuart, B.; KOZLOWSKI, Joseph, A.; WO2013/39878; (2013); 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. 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5,7-Dichloropyrido[3,4-b]pyrazine

Intermediate 20: 1 ,1-Dimethylethyl (2S)-2-{r(7-chloropyridor3,4-6lpyrazin-5- yl)oxy1methyl)-4-morpholinecarboxylate; 1 , 1-Dimethylethyl (2S)-2-(hydroxymethyl)-4-morpholinecarboxylate (Preparation reference: WO 2009/071658) (586mg, 2.70mmol) was dissolved in N,N- Dimethylformamide (7ml_) and cooled in an ice bath to 5C under a nitrogen atmosphere. Sodium hydride 60% in mineral oil (162mg, 4.05mmol) was added portionwise over 15min. 5,7-dichloropyrido[3,4-b]pyrazine (647mg, 3.24mmol) was then added portionwise and the mixture stirred at 5C for 35min and quenched by addition of saturated aqueous ammonium chloride solution (20ml_). The solution was partitioned between ethyl acetate and water. The aqueous was re-extracted with ethyl acetate and the combined organic layers were washed with water, separated using a phase separation cartridge and the solvent removed to give a brown solid. The crude residue was dissolved in DCM and purified by silica chromatography eluting with a 12-62% ethyl acetate in petroleum ether gradient. The appropriate fractions were combined and the solvent was evaporated to give the title compound as a brown solid (917mg).LCMS (Method B): Rt = 1.12min, MH+ = 380.9

The synthetic route of 1379338-74-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; ATKINSON, Francis Louis; ATKINSON, Stephen John; BARKER, Michael David; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; PATEL, Vipulkumar Kantibhai; PRESTON, Alexander G; SHIPLEY, Tracy Jane; WILSON, David Matthew; WATSON, Robert J; WO2012/123312; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 117103-53-4, 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. 117103-53-4, name is 2-Bromo-5-nitropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step 1. Preparation of 4-Methyl-5′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl In a 15 mL argon dried microwave reaction vial, was added bromonitropyrazine (300 mg, 1.47 mmol., Eq: 1.00) and K2CO3 (264 mg, 1.91 mmol., Eq: 1.3) under argon to give a light yellow slurry. N-methylpiperazine (192 mg, 212 mul, 1.91 mmol, Eq: 1.3) was added dropwise and the reaction mixture became an orange yellow thick slurry. Heated to 70 C. in an oil bath for 1.5 hrs then stirred at room temperature overnight. The reaction mixture was diluted with dioxane (10 mL), filtered through a fitted funnel and washed with DCM (10 mL). The combined filtrate and washes were concentrated to dryness to give a yellow solid (328 mg, yield 89%) which was used directly in the next step.

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-Bromo-5-nitropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 27398-39-6, The chemical industry reduces the impact on the environment during synthesis 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

3-chloropyrazine-2-carboxylic acid (1.59 g, 10 mmol) was dissolved in dichlorosulfoxide (10 mL)DMF (0.5 mL) was added dropwise, 90 C for 2 hours. Reaction is completed, The solvent is evaporated to dryness, Ice bath, The oily product was slowly added dropwise to absolute ethanol (20 mL) After stirring at room temperature for 1 hour, The solvent was concentrated to dryness, To give the title compound (1.7 g, yield 91.1%).

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, 3-Chloropyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong Xuanzhu Pharmaceutical Co., Ltd.; Wu, Yongqian; (31 pag.)CN106317027; (2017); 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. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 109838-85-9

A flame-dried 100-mL round bottom flask was charged with (R)-2,5-dihydro-3,6- dimethoxy-2-isopropylpyrazine (14) (2.4080 g, 13.07 mmol) and THF (20 mt_), andI O evacuated and refilled with N2. The mixture was cooled with a dry ice-acetone bath and 2.5 M n-BuLi in hexanes (5.2 mL, 13.00 mmol) was added dropwise over 15 min. After an additional 0.5 h, a solution of 2-(3-methoxypropoxy)-4-((R)-2-(iodomethyl)-3-methylbutyl)-1- methoxybenzene (8) (3.3023 g, 8.13 mmol, 0.62 equiv) from Example 1 Step 7 in THF (20 mL) was added dropwise via cannula over 10 min. The reaction mixture was allowed to stir15 at -78°C for 16 h and quenched with brine (20 mL) at -78°C. After warming to rt, the mixture was extracted three times with ethyl acetate. The organic phase was dried over Na2SO4, filtered and concentrated in vacuo. The crude (2S,5R)-2-((S)-2-(3-(3-methoxypropoxy)-4- methoxybenzyl)-3-methylbutyl)-2,5-dihydro-5-isopropyl-3,6-dimethoxypyrazine (15) (4.85 g, 80percent) was carried on to the next step without further purification. LC-MS (3 min) tR = 2.41 0 min m/z 463 (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; VITAE PHARMACEUTICALS, INC.; WO2007/123718; (2007); 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. 6905-47-1, name is 2-Amino-6-methoxypyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C5H7N3O

Example 23; Synthesis of N-(6-methoxypyrazin-2-yl)-4-(3-{[5-(trifluoromethyl)pyridin-2-yl]oxy}benzylidene)piperidine-1-carboxamide; Step 1; Phenyl 6-methoxypyrazin-2-ylcarbamate; 2-Amino-6-methoxy-pyrazine (1.00 g, 8 mmol) was dissolved in a mix of 1:2 THF:MeCN (30 mL), cooled to 0 C., and treated with pyridine (0.664 g, 8.3 mmol) followed by the dropwise addition of phenylchloroformate (1.3 g, 8.3 mmol) in THF (10 mL). After stirring for 18 h, the resulting white solid was collected by filtration (1.3 g, 68%) and was used without further purification.

The synthetic route of 6905-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FAY, Lorraine Kathleen; Johnson, Douglas S.; Kesten, Suzanne Ross; Lazerwith, Scott E.; Morris, Mark Anthony; Stiff, Cory Michael; Meyers, Marvin Jay; Wang, Lijuan Jane; US2008/261941; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 14667-55-1, name is 2,3,5-Trimethylpyrazine, 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 14667-55-1, Safety of 2,3,5-Trimethylpyrazine

General procedure: Ag2O (23.2 mg, 0.1 mmol), 3-nitro-1,2-benzenedicarboxylicacid (H2npt) (42.2 mg, 0.2 mmol) and epyz (24.4 mg, 0.2 mmol) were dissolved in methanol-H2O-DMF mixed solvent (6 mL,v/v/v = 1/1/1) in the presence of ammonia (0.5 mL, 14 M) underultrasonic treatment (160 W, 40 kHz, 30 min) under 40 C. Theresultant colorless solution was allowed slowly to evaporate atroom temperature in the dark. After several days, colorless platecrystals of 1 were isolated in about a 43% yield. They were washedwith a small volume of cold ethanol.

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:
Article; Zhang, Ting; Wang, Dan-Feng; Huang, Rong-Bin; Zheng, Lan-Sun; Inorganica Chimica Acta; vol. 427; (2015); p. 299 – 304;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 36070-75-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 36070-75-4 name is 5-Chloropyrazine-2-carbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a microwave vial 5-chloropyrazine-2-carbonitrile (34.6 mg, 0.248 mmol), rac- I -((2S,3R,4R)-4- amino-2,3-dimethyl-6-(tetrahyd ro-2H-pyran-4-yl)-3,4-dihyd roquinolin- I (2H)-yl)ethanone (for preparation see Intermediate 152, 37.5 mg, 0.124 mmol), and DIPEA (0.065 mL, 0.372 mmol) wereadded and the reaction irradiated in a microwave at 200 C for 30 mm. The reaction was purified directly by MDAP (Formic) to give a pale yellow solid. This solid was eluted through a NH2 SPE (5 g) with MeOH, the eluent was concentrated to give the product (22 mg, 0.054 mmol, 43.8%) as an orange/red solid. LCMS (2 mm Formic): Rt = 0.89 mi [MH] = 406.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloropyrazine-2-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); 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. 622392-04-5, name is 2-Bromo-5-iodopyrazine, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Bromo-5-iodopyrazine

Into a 20-L 4-necked round-bottom flask was placed a solution of TEA (682.5 g, 6.74 mol) in 1, 4-dioxane (8.5 L) , dibromozinc (374.5 g, 1.69 mol) , tetrakis (triphenylphosphane) palladium (82.5 g, 71.39 mmol) , ethyl prop-2-ynoate (345 g, 3.52 mol) , and a solution of 2-bromo-5-iodopyrazine (400 g, 1.40 mol) in 1, 4-Dioxane (500 mL) . The resulting mixture was stirred for 10 min at 80 C, then diluted with 30 L of water/ice, and extracted with 2 x 10 L of ethyl acetate. The combined organic layers were dried in an oven under reduced pressure and concentrated under vacuum. The resulting residue was purified on a silica gel column with ethyl acetate/petroleum ether (1: 30) to provide the title compound.

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 622392-04-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DEBENHAM, John S.; COX, Jason M.; LAN, Ping; SUN, Zhongxiang; FENG, Zhe; SUN, Chunrui; SEGANISH, W. Michael; LAI, Zhong; ZHU, Chen; BARA, Thomas; RAJAGOPANALAN, Murali; DANG, Qun; KIM, Hyunjin M.; HU, Bin; HAO, Jinglai; (112 pag.)WO2018/107415; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem