Month: April 2021

Adding a certain compound to certain chemical reactions, such as: 1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, 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 1458-01-1, COA of Formula: C6H7ClN4O2

General procedure: Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate 2 (1 eq.) was combined with K2CO3 (10 eq.), the appropriate (het)aryl boronic acid (1.5 eq.) and Pd(PPh3)4 (5 mol%) in a two-neck round bottom flask. The flask was connected to a condenser and purged with nitrogen. A 4:1 mixture of anhydrous toluene: MeOH (60 mL) was added via syringe and the reaction mixture was heated at reflux for 0.5-18 h. The mixture was allowed to cool to room temperature and filtered through Celite (10 x 3 cm, eluting with 3 x 20 mL EtOAc). The filtrate was evaporated to dryness and the residue purified by silica gel flash column chromatography using EtOAc/pet spirit.

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 3,5-diamino-6-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Buckley, Benjamin J.; Majed, Hiwa; Aboelela, Ashraf; Minaei, Elahe; Jiang, Longguang; Fildes, Karen; Cheung, Chen-Yi; Johnson, Darren; Bachovchin, Daniel; Cook, Gregory M.; Huang, Mingdong; Ranson, Marie; Kelso, Michael J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 24; (2019);,
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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., Formula: C5HCl2N3

2,3-Dichloro-N-[4-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-phenyl]- benzenesulfonamide (5.78 g) was added to a reaction vessel containing a magnetic stirring bar together with 3,5-dichloro-pyrazine-2-carbonitrile (2.35 g), 1 , 1 ‘- bis(diphenylphosphino)ferrocene-palladium(ll) dichloride (Pd(dppf)2Cl2) (791 mg) and cesium carbonate (13.2 g), followed by 100 ml dioxane and 10 ml water, and the mixture heated to 100C under stirring. After 3 h the reaction mixture was cooled to RT and quenched with a saturated aqueous sodium bicarbonate solution (100 ml) and extracted with EtOAc (3 x 200 ml). The combined aqueous phases were dried over sodium sulfate, filtered and evaporated to afford the crude product as a brown oil. Purification by flash chromatography on silica gel using a mixture of EtOAc and heptane as the eluent afforded 2,3-dichloro-N-[4-(6-chloro-5-cyano-pyrazin-2yl)- phenyl]-benzenesulfonamide as a light brown foam after evaporation of the solvents under reduced pressure. Yield: 4.32 g (73%). MS (ES-): m/e = 436.0 (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; SANOFI; NAZARE, Marc; HALLAND, Nis; SCHMIDT, Friedemann; WEISS, Tilo; DIETZ, Uwe; HOFMEISTER, Armin; WO2013/41119; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, 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 27398-39-6, SDS of cas: 27398-39-6

[00131] A solution of 9 (119 mg, 0.657 mmols, 1.5 eq), Al (100 g, 0.438 mmols, 1.0 eq), HATU (333 mg, 0.876 mmols, 2.0 eq) and DIPEA (170 mg, 1.31 mmols, 3.0 eq) in DMF (10 mL) was stirred at 25 ¡ãC overnight under nitrogen. The mixture was diluted with water and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over Na2504, filtered and concentrated. The residue was purified by Preparative-TLC (Petroleum ether/ethyl acetate, 2/1) to give the desired product Coupling Product B (120 mg, 0.307 mmols, 69.8percent) as a white solid.[00132] LCMS: ESI-MS: m/z: 392.2 [M+H1 RT = 2.04 mm. (Method A) [00133] HPLC: RT = 10.53 mm. [00134] ?H NMR (500 MHz, DMSO-d6): oe 8.11 (dd, 1H, Ji = 5.0Hz, J2 = 1.0Hz), 7.82 (brs, 1H), 7.58 (dd, 1H, Ji = 7.0Hz, J2 = 1.5Hz), 7.38 (d, 1H, J = 2.5Hz), 7.30 – 7.25 (m, 5H), 7.19 (t, 1H, J = 6.5Hz), 7.08 (t, 1H, J = 6.0Hz), 6.62 (dd, 1H, Ji = 7.0Hz, J2 = 5.0Hz), 4.57 (d, 2H, J= 5.5Hz), 3.74 (s, 2H), 1.26 (s, 6H) ppm.[00135] The same General Procedure B can be used to couple other combinations of amines and carboxylic acids to form the corresponding amides.

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; ALPHARMAGEN, LLC; PUTMAN, David, G.; DASSE, Olivier; HOGENKAMP, Derk; (154 pag.)WO2016/144792; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 32974-92-8, name is 1-(3-Ethylpyrazin-2-yl)ethanone, 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 32974-92-8, Product Details of 32974-92-8

(1) 10 mmol of 2-acetyl-3-ethylpyrazine was dissolved in 20 ml of methanol,Stirring at 60 C for 15 min to prepare a solution;(2) taking 10 mmol of 3-pyrrol-3-thiosemicarbazide dissolved in 20 ml of methanol,The solution prepared in the step (1) is dropwise added to a methanol solution containing 3-pyrrol-3-thiosemicarbazide, and the reaction mixture is stirred under reflux at 60 C for 24 hours to obtain a pale yellow precipitate.After the reaction, it was cooled to room temperature and poured into a beaker to evaporate.The resulting precipitate was filtered and washed 3 times with absolute ethanol.After drying, the ligand L4 is obtained;

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, 1-(3-Ethylpyrazin-2-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangxi Normal University; Yang Feng; Cai Meiling; Li Wenjuan; Liang Hong; (15 pag.)CN109796497; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

312736-49-5, name is 3,5-Dichloropyrazine-2-carboxylic acid, 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. Product Details of 312736-49-5

In a 100 mL round-bottomed flask, 3,5-dichloropyrazine-2-carboxylic acid (3.65 g, 18.9 mmol) and NaHC03 (4.70 g, 22.7 mmol) were dissolved in dimethylformamide (38 mL). Iodomethane (7.14 mL, 113 mmol) was added dropwise and the resulting mixture stirred overnight at rt. The mixture was diluted with water (50 mL) and extracted with ethyl acetate (3 x 15 mL). The combined organics were washed with brine (4 x 10 mL), dried over anhydrous Na2S04, filtered, and concentrated under reduced pressure. Methyl 3,5- dichloropyrazine-2-carboxylate (3.77 g, 96%) was obtained as a yellowish solid after drying under high vacuum for 2-3 h. 1H-NMR (500 MHz, CDCl3) d 8.57 (s, 1H), 4.03 (s, 3H).

The synthetic route of 312736-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); 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. 486460-21-3, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine, A new synthetic method of this compound is introduced below., Quality Control of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine

Example 5: Preparation of 7-((S)-3-hydroxy-4-(2,4,5-trifluorophenyl)butyryl)-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine (formula 7) [Show Image] 35 g of compound of formula 6a and 28.3 g of compound of formula 8 were dissolved in 364 mL dichloromethane, forming clear solution, which was pre-cooled to 16 C before adding of 23.5 mL N,N’-diisopropylcarbodiimide. During gradual addition (15 min) of carbodiimide, the temperature was maintained between 20 C to 25 C applying external cooling. After the addition, the reaction mixture was stirred at 23 C for 3 h and then aged 3 h at 0 C, forming white suspension of precipitated N,N’-diisopropylurea. Suspension was filtered and the precipitate was washed with 2 x 50 mL dichloromethane. Clear, yellowish-brown filtrate was washed with 360 mL of diluted hydrochloric acid (obtained from 350 mL of water and 7.0 mL of 6 N HCl), 380 mL 0.5 % aqueous sodium bicarbonate, and 350 mL water. Organic phase was evaporated at 50 C and 2 mbar, obtaining 58.4 g of clear, pale-brownish amber-like product of compound of formula 7, which solidified on standing. 1H NMR (DMSO-d6): delta 2.45-2.48(m, 1H), 2.65-2.78 (m,3H), 3.53-3.55(m, 2H), 3.96-4.21 (m,3H), 4.85-5.05(m,2H), 7.35-7.40 (m, 2H).

The synthetic route of 486460-21-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEK Pharmaceuticals d.d.; EP2397141; (2011); 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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 313339-92-3

Example 31 (R)-5-(1-amino-1-oxo-3-phenylpropan-2-ylamino)-3-(quinolin-6-ylamino)pyrazine-2-carboxamide A solution of 3,5-dichloropyrazine-2-carbonitrile (86 mg, 0.494 mmol), D-phenylalaninamide (81 mg, 0.494 mmol) and DIEA (0.130 mL, 0.747 mmol) in DMF (2 mL) was stirred at room temperature for 20 h. Water and EtOAc were added. Organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-3-phenylpropanamide (128 mg) as an oil.

The synthetic route of 313339-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Portola Pharmaceuticals, Inc.; Song, Yonghong; Xu, Qing; Jia, Zhaozhong J.; Kane, Brian; Bauer, Shawn M.; Pandey, Anjali; US2013/131040; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 63744-22-9, name is 6,8-Dibromoimidazo[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 63744-22-9, Recommanded Product: 63744-22-9

Intermediate Example 2-1:Preparation of 6-bromo-8-methylsulfanyl-imidazo[1,2-a]pyrazineTo a stirred suspension of intermediate example 1-1 6,8-dibromo-imidazo[1,2-a]pyrazine (489 g, 1766 mmol) in MeOH (2900 mL) at -20 C was dropwise added a solution of sodium methan thiolate (225 g, 3214 mmol, 1.8 eq) in 800 mL water. After stirring overnight, the clear solution was poured on 30 L water and the yellowish precipitate was filtered, washed with 3 L water and dried in vaccuo to yield 301 g 6-bromo-8-methylsulfanyl-imidazo[1,2-a]pyrazine (69.8 %). 1H-NMR (300 MHz, d6-DMSO): delta = 8.64 (1H, s), 8.00 (1H, d), 7.66 (1H, d2.54 (3H, s) ppm.

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; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; JAUTELAT, Rolf; KOSEMUND, Dirk; BOHLMANN, Rolf; BADER, Benjamin; LIENAU, Philip; SIEMEISTER, Gerhard; WO2012/80230; (2012); 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. 21279-64-1, name is 5-Chloropyrazine-2-carboxamide, A new synthetic method of this compound is introduced below., Safety of 5-Chloropyrazine-2-carboxamide

General procedure: 150 mg (0.952 mmol) of 5-Cl-PZA (1) or 6-Cl-PZA (2) was dissolved in ethanol together with triethylamine (1 eq., 96 mg, 0.952 mmol). Three equivalents of corresponding alkylamine were added to the reaction mixture and refluxed in ethanol generally for 6 hours. The completion of the reaction was checked by TLC chromatography (eluent: hexane/ethyl acetate, 1:2). The crude product was absorbed on silica by solvent evaporation and purified by flash chromatography (hexane/ethyl acetate gradient elution).

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:
Article; Servusova, Barbora; Paterova, Pavla; Mandikova, Jana; Kubicek, Vladimir; Kucera, Radim; Kunes, Jiri; Dolezal, Martin; Zitko, Jan; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 450 – 453;,
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. 14508-49-7, name is 2-Chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloropyrazine

To a DMSO solution (350 mL) of chloropyrazine (21.3 g, 187 mmol) and 1-Boc-piperazine (31.6 g, 170 mmol) was added Cs2CO3 (77 g, 237 mmol). The slurry was stirred at 60 C. for 24 hr, and at 100 C. for an additional 24 hr. The cooled mixture was diluted with water (800 mL), and extracted with diethyl ether (3*500 mL). The combined organic extracts were washed with brine, dried over MgSO4, and evaporated to a brown oil. The crude material was purified on a plug (200 g) of silica gel eluding with 10-40% ethyl acetate in hexane to produce 31.7 g (71%) of the desired compound in the form of a pale yellow solid. MS: m/z=265.1 (M+H).

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 14508-49-7.

Reference:
Patent; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A.; US2005/9838; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem