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. 19745-07-4, name is 2,5-Dichloropyrazine, A new synthetic method of this compound is introduced below., Safety of 2,5-Dichloropyrazine

Step C: (S)-3-(2-Fluoro-5-methyl-4-(methylsulfonyl)phenylamino)-l-(piperidin-4-yl)pyrrolidin-2-one (420 mg, 1.14 mmol) was dissolved in DMSO (10 mL) and 2,5-dichloropyrazine (203 mg, 1.36 mmol) and N-ethyl-N-isopropylpropan-2-amine (297 mu, 1.71 mmol) were added and the reaction heated to 110 °C overnight. The reaction was cooled to ambient temperature, water (60 mL) was added and the solids filtered. The solids were dissolved in CH2CI2, washed with brine, dried over Na2S04, filtered and concentrated. The residue was purified over silica gel (70 to 100percent EtOAc in hexanes) to afford (S)-l-(l-(5- chloropyrazin-2-yl)piperidin-4-yl)-3-(2-fluoro-5-methyl-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one (330 mg, 0.685 mmol, 60.2percent yield) as a pale yellow solid. Mass spectrum (apci) m/z = 482.2 (M+H).

The synthetic route of 19745-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; BENCSIK, Josef Roland; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald Jay; PRATT, Scott Alan; SINGH, Ajay; TURNER, Timothy M.; WO2011/146335; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 344940-70-1, name is 5-Bromo-3-phenylpyrazin-2-amine, 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 344940-70-1, Computed Properties of C10H8BrN3

Step B: 5-Amino-6-phenylpyrazine-2-carbonitrileTo a deoxygenated solution of 5-bromo-3-phenylpyrazin-2-amine (1.00 g, 3.20 mmol) in NMP (15 mL) was added dicyanozinc (1.13 g, 9.61 mmol) and Pd(dppf)Cl2 (0.262 g, 0.320 mmol). The resulting mixture was heated at 150 C for 3 h then cooled and partitioned between water (10 mL) and EtOAc (15 mL x 3). The combined organic layers were dried over Na2S04 and concentrated, and the residue was purified by silica gel column chromatography (PE/EtOAc = 10/1, 5/1, 2/1) to give the title compound. MS: m/z = 196.9 (M + 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, 5-Bromo-3-phenylpyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; MITCHELL, Helen; FRALEY, Mark, E.; COOKE, Andrew, J.; CHEN, Yi-Heng; STUMP, Craig, A.; ZHANG, Xu-Fang; MCCOMAS, Casey, C.; SCHIRRIPA, Kathy; MCWHERTER, Melody; MERCER, Swati, P.; BABAOGLU, Kerim; MENG, Dongfang; WU, Jane; LIU, Ping; WOOD, Harold, B.; BAO, Jianming; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (263 pag.)WO2015/148344; (2015); A2;,
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. 6270-63-9, name is Pyrazin-2(1H)-one, A new synthetic method of this compound is introduced below., Recommanded Product: Pyrazin-2(1H)-one

General procedure: The appropriate nucleophile (1 equiv.), the epoxide (1-3 equiv.) and a base (1-5 equiv.) were suspended in a solvent and the reaction mixture was heated under the stated conditions. (0735) The reaction was allowed to cool to rt, saturated NH4CI(aq) or water was added and the resulting mixture was extracted using DCM or EtOAc (x 3). The combined organic extracts were dried (phase separator or MgS04), concentrated under reduced pressure and the remaining residue was purified by flash chromatography to give the product.

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; ALMAC DISCOVERY LIMITED; ROUNTREE, James Samuel Shane; WHITEHEAD, Steven Kristopher; TREDER, Adam Piotr; PROCTOR, Lauren Emma; SHEPHERD, Steven David; BURKAMP, Frank; COSTA, Joana Rita Castro; O’DOWD, Colin; HARRISON, Timonthy; (333 pag.)WO2019/150119; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

38557-72-1, Adding a certain compound to certain chemical reactions, such as: 38557-72-1, name is 2-Chloro-3,5-dimethylpyrazine, 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 38557-72-1.

0.39 g of 2-chloro-3,5-dimethylpyrazine, 0.87 g of 2-(3-diphenylaminophenyl)-1,3,2-dioxaborolane which was obtained in Step 1, 0.30 g of sodium carbonate, 0.013 g of bis(triphenylphosphine)palladium(II) dichloride (abbreviation: Pd(PPh3)2Cl2), 10 mL of water, and 10 mL of acetonitrile in a recovery flask equipped with a reflux pipe. The air in the flask was then replaced by argon. This reaction container was heated by microwave irradiation (2.45 GHz, 100 W) for 20 minutes. After that, the reaction container was cooled to 50 C. or lower. Then, water was added to the reaction solution, and the organic layer was subjected to extraction with dichloromethane. The obtained organic layer was washed with water and dried with magnesium sulfate. After the drying, the solution was filtered. The solvent of this solution was distilled, and the obtained residue was purified by silica gel column chromatography using a mixed solvent of dichloromethane and ethyl acetate as a developing solvent, thereby obtaining the objective pyrazine derivative Hdm5dpappr (white powder, 11% yield). Note that the microwave irradiation was performed using a microwave synthesis system (Discover, produced by CEM Corporation). The synthesis scheme of Step 2 is shown by (b-1).

According to the analysis of related databases, 38557-72-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; US2012/165523; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 75907-74-3, name is (3,5,6-Trimethylpyrazin-2-yl)methanol, 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. Recommanded Product: 75907-74-3

Reaction step 2-hydroxymethyl-3,5,6-trimethylpyrazine (9.5 g, 62.5 mmol) was sequentially added to a 250 mL three-necked flask,MnO2 (16.2 g, 187.5 mmol),Ethanol 100mL,Reflux 12h,TLC (petroleum ether – ethyl acetate 2: 1) detection reaction is almost complete,cool down,Filtering to obtain filtrate,Ethanol recovery under reduced pressure,To give a yellow solid,Purification by silica gel column chromatography (petroleum ether-ethyl acetate 4: 1)3,5,6-trimethylpyrazine-2-carbaldehyde as a pale yellow solid,The yield was 93.9%

The synthetic route of (3,5,6-Trimethylpyrazin-2-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anhui University of Chinese Medicine; Li, Jiaming; He, Guangwei; Chu, Zhaoxing; Huang, Weijun; Zhang, Yanchun; Xie, Di; Zuo, Jian; Liu, Huicai; (11 pag.)CN105237487; (2016); A;,
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. Safety of 2-Bromo-5-iodopyrazine

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

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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Chloropyrazine-2-carboxylic acid

[000198] A solution of 5-chloro-pyrazine-2-carboxylic acid (10.00 g, 63.07 mmol) in tetrahydrofuran (126 mL) was treated with a solution of TERT-BUTYL 2,2, 2- trichloroacetimidate (23 ML, 126.14 mmol) in cyclohexane (126 mL). The reaction was stirred at 25C for 5 min and then was treated with boron trifluoride dimethyl etherate (3.2 mL, 25.23 mmol). The resulting reaction mixture was stirred at 25C for 16 h and then was diluted with ethyl acetate (200 mL), washed with a saturated aqueous sodium bicarbonate solution (200 mL) and water (200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 65M, Silica, 10% ethyl acetate/hexanes) afforded 5-chloro-pyrazine-2-carboxylic acid TERT-BUTYL ester (12.73 g, 94%) as a colorless oil: EI-HRMS m/e calcd for C9HNCLN202 (M) 214.0502, found 214.0510.

According to the analysis of related databases, 36070-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); 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. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., Formula: C5H6N2

To a solution of methyl picolinate (1.14 g, 1 mL, 8.3 mmol) and 2-methylpyrazine (0.78 g, 0.76 mL, 8.3 mmol) in THF (15 mL) was added NaH (60% in mineral oil, 0.5 g, 12 mmol). The mixture was refluxed for 16 h. Once cooled to room temperature, the mixture was poured into saturated aqueous solution of NH4CI (30 mL) and extracted with EtOAc (3 x 30 mL). Organic fractions were combined, washed with brine (30 mL), dried over MgS04, and the solvent was evaporated in vacuo. The product, purified by column flash chromatography (CTHC^MeOH; 10: 1 to 5: 1), was obtained as a yellow solid (1.3 g, 80 %). (‘ 11 NMR shows a mixture of the keto- and enol- forms in ratio ca. 1 : 1) (0265) NMR (500 MHz, CDC13) (ppm) 13.65 (s, 1H), 8.71 (ddd, / = 0.9, 1.8, 4.8 Hz, 1H), 8.67 – 8.64 (m, 2H), 8.58 (d, J = 1.1 Hz, 1H), 8.52 (dd, J = 1.6, 2.6 Hz, 1H), 8.46 (d, J = 2.6 Hz, 1H), 8.36 – 8.31 (m, 2H), 8.12 – 8.05 (m, 1H), 8.00 – 7.94 (m, 1H), 7.88 – 7.83 (m, 1H), 7.83 – 7.77 (m, 1H), 7.50 (ddd, J = (0266) 1.2, 4.7, 7.5 Hz, 1H), 7.32 (ddd, / = 1.2, 4.7, 7.5 Hz, 1H), 6.94 (s, 1H), 4.80 (s, 2H); (0267) 13C NMR (126 MHz, CDC13) d (ppm) 197.7, 162.0, 154.2, 152.9, 152.6, 152.1, 149.3, 149.3, 146.3, (0268) 145.2, 144.4, 142.9, 140.2, 140.0, 137.2, 137.2, 127.7, 124.4, 122.5, 120.5, 94.2, 44.5; (0269) HRMS calcd for C11H10N3O [M+H]+ 200.0818, found 200.0816.

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; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; DAMBORSKY, Jiri; BREZOVSKY, Jan; DANIEL, Lukas; SISAKOVA, Alexandra; NIKULENKOV, Fedor; KREJCI, Lumir; (190 pag.)WO2019/201865; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 274-79-3, name is Imidazo[1,2-a]pyrazine, 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 274-79-3, Recommanded Product: 274-79-3

General procedure: Imidazo[1,2-a]pyrazines (0.3 mmol), 2-chlorobenzaldehyde (0.33 mmol, 1.1 equiv.), K2CO3 (0.9 mmol, 3 equiv.), PivOH (30 mol%), Pd(OAc)2 (7.5 mol %), and Xantphos (15 mol %) were added to a 10 mL round-bottomed flask, and then a mixed solvent of 3 mL of DMF and 30 uL of H2O was added. The mixture was stirred under air at 110 C for 24 h. After the reaction was complete, the mixture was washed with water and extracted with ethyl acetate three times. The combined organic layer was dried with anhydrous MgSO4 and filtered. The filtrate was concentrated in vacuo. The crude product was purified by flash chromatography on silica gel using dichloromethane/methanol as the eluent to give the pure product.

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, Imidazo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mu, Bing; Li, Jingya; Zou, Dapeng; Wu, Yusheng; Chang, Junbiao; Wu, Yangjie; Tetrahedron Letters; vol. 58; 52; (2017); p. 4816 – 4821;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1320266-90-7, The chemical industry reduces the impact on the environment during synthesis 1320266-90-7, name is 8-Chloro-3-isopropylimidazo[1,5-a]pyrazine, I believe this compound will play a more active role in future production and life.

To a solution of Intermediate 5-c (1.9 g, 9.7 mmol) in DMF cooled to 0C was slowly added a 0.7N solution of N-bromosuccinimide in DMF (15.2 ml, 10.7 mmol) under an atmosphere of nitrogen. After the addition was completed the reaction mixture was stirred for 15 minutes. Water was added; a precipitate formed, and was collected by filtration to provide Intermediate 5-e as a beige solid.

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, 8-Chloro-3-isopropylimidazo[1,5-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMASCIENCE INC.; LAURENT, Alain; ROSE, Yannick; WO2015/74138; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem