Category: 87486-34-8

Reference of 87486-34-8, These common heterocyclic compound, 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, 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.

To a 12 L threenecked RBF equipped with an overhead stirrer and reflux condenser was chargedsequentially with (-)-1,4-dimethyl-3-(4-aminophenyl)piperazin-2-one (V, 491 g, 2.24 mol), 3,5-dibromo-1-methylpyrazin-2(1H)-one (VI, 600 g, 2.24 mol), i-PrOH (5 L) and triethylamine (350mL, 2.5 mol). The resulting suspension was heated at 82 °C for 24 h (Caution: reaction was exothermic).After the reaction mixture was cooled for 5 h, 1.25 L of 2 M Na2CO3solution was added and the suspension was stirred overnight. The orange solids were then collected on afritted funnel and washed with 2 L of fresh IPA (color was washed off). The resulting tan solids were suspended in 3L of deionized water and stirred at 25 °C for 1 h. After filtration, the solids were washed with1 L of methyl tert-butyl ether (MTBE)and dried under vacuum in the funnel at 25 °C for 1 h and in an amber glass at40 °C overnight. White solids wereobtained as compound VII (629 g, 69percent).

Statistics shows that 3,5-Dibromo-1-methylpyrazin-2(1H)-one is playing an increasingly important role. we look forward to future research findings about 87486-34-8.

Reference:
Article; Young, Wendy B.; Barbosa, James; Blomgren, Peter; Bremer, Meire C.; Crawford, James J.; Dambach, Donna; Gallion, Steve; Hymowitz, Sarah G.; Kropf, Jeffrey E.; Lee, Seung H.; Liu, Lichuan; Lubach, Joseph W.; Macaluso, Jen; Maciejewski, Pat; Maurer, Brigitte; Mitchell, Scott A.; Ortwine, Daniel F.; Di Paolo, Julie; Reif, Karin; Scheerens, Heleen; Schmitt, Aaron; Sowell, C. Gregory; Wang, Xiaojing; Wong, Harvey; Xiong, Jin-Ming; Xu, Jianjun; Zhao, Zhongdong; Currie, Kevin S.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 6; (2015); p. 1333 – 1337;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 87486-34-8, A common heterocyclic compound, 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, molecular formula is C5H4Br2N2O, 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.

Example 17 A solution of the aminopyrazole (0.28 g, 2.5 mmol) and the dibromopyrazinone (0.74 g, 1.1 equiv) were heated to 120° C. in isopropanol for 1 h. The reaction mixture was cooled to RT, and the product was isolated by filtration (0.43 g, 57percent).

The synthetic route of 87486-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2010/4231; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, 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 87486-34-8, Product Details of 87486-34-8

Example 186a 5-Bromo-1-methyl-3-(pyridin-3-ylamino)pyrazin-2(1H)-one 186a A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with pyridin-3-amine (940 mg, 10 mmol), 3,5-dibromo-1-methylpyrazin-2(1H)-one (5.4 g, 20 mmol), i-propanol (50 mL), and di-i-propylethylamine (10 mL). The mixture was heated at reflux for 5 h. After the completion of the reaction, it was cooled to room temperature. The solvent was removed under reduced pressure. The crude was purified by silica-gel column chromatography eluting with 30:1 dichloromethane/methanol to afford 186a (1.4 g, 50percent) as a yellow solid. MS-ESI: [M+H]+ 281.6.

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; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 87486-34-8,Some common heterocyclic compound, 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, molecular formula is C5H4Br2N2O, 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.

Example 109c 5-Bromo-3-(l-cyclopropyl-lH-pyrazol-4-ylamino)-l-methylpyrazin- -one 109cCGIPHARM60WOA 100-mL three-neck round-bottomed flask equipped with a reflux condenser, magnetic stirrer and nitrogen inlet was charged with 109b (378 mg, 3.07 mmol), 3,5- dibromo-l-methylpyrazin-2(lH)-one (906 mg, 3.38 mmol), cesium carbonate (3.00 g, 9.21 mmol), and 1,4-dioxane (45 mL). After bubbling nitrogen through the resulting suspension for 30 min, Xantphos (151 mg, 0.261 mmol) and tris(dibenzylidene-acetone)dipalladium(0) (141 mg, 0.154 mmol) were added, and the reaction mixture was heated at reflux for 3 h. After this time, the mixture was cooled to room tempera-ture and diluted with ethyl acetate (150 mL) and water (30 mL). The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3 x 45 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica, 0percent to 10percent methanol/methylene chloride) to afford a 28percent yield (266 mg) of 109c as an off-white solid: mp 228-230 °C; ]H NMR (300 MHz, DMSO-i3/4) delta 9.90 (s, 1H), 8.06 (s, 1H), 7.69 (s, 1H), 7.21 (s, 1H), 3.70 (m, 1H), 3.41 (s, 3H), 0.96 (m, 4H); MS (ESI+) m/z 310.0 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromo-1-methylpyrazin-2(1H)-one, its application will become more common.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; CURRIE, Kevin S.; WANG, Xiaojing; YOUNG, Wendy B.; WO2012/31004; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, 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. name: 3,5-Dibromo-1-methylpyrazin-2(1H)-one

Example 185a 5-Bromo-3-(imidazo[1,2-a]pyridin-7-ylamino)-1-methylpyrazin-2(1H)-one 185a A 100-mL round-bottomed flask equipped with a reflux condenser was charged with imidazo[1,2-a]pyridin-7-amine (665 mg, 5.0 mmol), Cs2CO3 (3.26 g, 10 mmol), 3,5-dibromo-1-methylpyrazin-2(1H)-one (1.86 g, 7.0 mmol), Xantphos (289 mg, 0.50 mmol), Pd2(dba)3 (458 mg, 0.50 mmol), and 1, 4-dioxane (30 mL). After bubbling nitrogen through the mixture for 30 minutes, it was heated at 100°C under nitrogen atmosphere for 16 h. Analysis of the reaction mixture by LCMS showed little starting material remained. The reaction mixture was cooled to room temperature and filtered. The filtrate was diluted with dichloromethane (60 mL) and water (50 mL). The aqueous layer was separated and extracted with dichloromethane (3 * 20 mL). The combined organic layers was dried over Na2SO4, filtered, and concentrated under reduced pressure. The dark residue was purified by silica-gel column chromatography eluting with dichloromethane/methanol (60/1 to 30/1) to afford 185a (700 mg, 44percent) as a light yellow solid. MS-ESI: [M+H]+ 320

The synthetic route of 87486-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 87486-34-8, A common heterocyclic compound, 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, molecular formula is C5H4Br2N2O, 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.

A 100-mL three-neck round-bottomed flask equipped with a mechanical stirrer and reflux condenser was charged with Ik (780 mg, 3.56 mmol), 11 (998 mg, 3.73 mmol), cesium carbonate (2.36 g, 7.26 mmol) and 1,4-dioxane (40 mL). After bubbling nitrogen through the resulting solution for 30 minutes, Xantphos (.162 g, 0.281 mmol) and tris(dibenzylideneacetone)dipalladium(0) (.15 g, .165 mmol) were added, and the reaction mixture was heated at reflux for 16 h. After this time the reaction was cooled to room temperature and concentrated under reduced pressure. The resulting residue was absorbed onto silica gel and purified by flash chromatography to afford a 57percent yield (818 mg) of Im as an orange solid: mp 206- 207 0C; 1U NMR (500 MHz, CDCl3) delta 8.27 (bs, IH), 7.72 (dd, IH, J = 2.0, 8.5 Hz), 7.36 (dd, 2H, J = 2.0, 8.5 Hz), 6.73 (s, IH), 3.71 (m, IH), 3.69 (s, IH), 3.52 (s, 3H), 3.21 (m, IH), 3.01 (m, IH), 2.97 (s, 3H), 2.67 (m, IH), 2.19 (s, 3H); MS (ESI+) m/z 406 (M+H).

The synthetic route of 87486-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CGI PHARMACEUTICALS, INC.; GENENTECH, INC.; WO2009/137596; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 87486-34-8, 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. 87486-34-8 name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, 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.

Example lOld 5 -Bromo- 1 -methyl- 3 – [4- (morpholine-4-carbonyl)phenylamino] – 1H- pyrazin-2-one lOld CGIPHARM60WOlOldA 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer and reflux condenser was charged with 3,5-dibromo-l-methylpyrazin-2(lH)-one (J. Heterocycl. Chem. 1983, 20, 919) (21.8 g, 81.4 mmol), 4-aminobenzmorpholide (23.6 g, 114 mmol) and dimethyl- acetamide (130 mL). The reaction mixture was then heated under nitrogen at 105 °C for 14 h (Note: A spatula was used to break up the solids formed after 4 h of heating). After this time the suspension was cooled to room temperature, poured into stirring water (1.5 L) and filtered. The resulting precipitate was washed with water (2 x 250 mL) and allowed to partially dry on the filter paper for 10-15 minutes. After this time the filter cake was washed with hot ethyl acetate (2 x 250 mL), followed by hot ethanol (250 mL) and dried under reduced pressure to afford a 63percent yield (24.3 g) of lOld as a light orange solid: mp 276-277 °C; ]H NMR (500 MHz, CDC13) delta 8.39 (bs, 1H), 7.81 (dd, 2H, / = 9.0, 2.0 Hz), 7.45 (dd, 2H, J = 9.0, 2.0 Hz), 6.81 (s, 1H), 3.71 (m, 8H), 3.55 (s, 3H); MS (ESI+) m/z 393 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromo-1-methylpyrazin-2(1H)-one, and friends who are interested can also refer to it.

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. 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, This compound has unique chemical properties. The synthetic route is as follows., category: Pyrazines

Example 331a 5-Bromo-1-methyl-3-(3-methylisothiazol-5-ylamino)pyrazin-2(1H)-one 331a A sealed tube equipped with a magnetic stirrer was charged with 3-methylisothiazol-5-amine (170 mg, 1.5 mmol), 3,5-dibromo-1-methylpyrazin-2(1H)-one (400 mg, 1.5 mmol), Pd(OAc)2 (84 mg, 0.375 mmol), BINAP (116 mg, 0.188 mmol), K2CO3 (450 mg, 4.5 mmol), and 1,4-dioxane (4 mL). After three cycles of vacuum/nitrogen flush, the mixture was heated at 120°C in a sealed tube for 18 h. It was then cooled to room temperature and filtered. The filtrate was evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with dichloromethane/methanol (100:1 to 25:1) to afford 331a (220 mg, 50percent) as a yellow solid. MS-ESI: [M+H]+ 301.0.

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 87486-34-8.

Synthetic Route of 87486-34-8, These common heterocyclic compound, 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, 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.

Example 197c tert-Butyl 4-(5-(6-Bromo-4-methyl-3-oxo-3,4-dihydropyrazin-2-ylamino)pyridin-2-yl)piperazine-1-carboxylate 197c A mixture of 197b (500 mg, 1.8 mmol), 3,5-dibromo-1-methylpyrazin-2(1H)-one (530 mg, 2.0 mmol), N-ethyl-N-isopropylpropan-2-amine (1.5 mL, 0.90 mmol), and propan-2-ol (20 mL) was stirred at 100°C for 15 h. After the reaction was completed, the solvent was removed under reduced pressure to afford 197c as a brown solid (375 mg, 45percent). MS-ESI: [M+H]+ 465.

Statistics shows that 3,5-Dibromo-1-methylpyrazin-2(1H)-one is playing an increasingly important role. we look forward to future research findings about 87486-34-8.

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. 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, A new synthetic method of this compound is introduced below., Recommanded Product: 87486-34-8

General procedure: To a solution of 2a-j (10 mmol, 1.0 eq) , 3,5-dibromo-1-methylpyrazin-2(1H)-one (2.95 g, 11 mmol, 1.1 eq) and DIEA (3.3 mL,20 mmol, 2.0 eq) in MeCN (20mL) was stirred at 80 °C for 5 hours. After cooling to room temperature, thesolvent was removed in vacuo, and the residue was purified using silica gelchromatography to give the title compounds, yield 72-85percent. methyl3-((6-bromo-4-methyl-3-oxo-3,4-dihydropyrazin-2-yl)amino)-4-methylpe ntanoate(4a): 1H NMR (400 MHz, DMSO-d6) delta 7.35 (d, 1H), 7.03 (s, 1H), 4.18? 4.07 (m, 1H), 3.54 (s, 3H), 3.36 (s, 3H), 2.69 ? 2.55 (m, 2H), 1.94 ? 1.80(m, 1H), 0.92 ? 0.76 (m, 6H). ESI-ms (m/z): 332.0 [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.