Tag: M.W=0-100

5049-61-6, Adding a certain compound to certain chemical reactions, such as: 5049-61-6, name is Pyrazin-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 5049-61-6.

EXAMPLE 1A 5-bromo-2-pyrazinamine A 0 C. solution of 2-aminopyrazine (15.0 g, 157 mmol) in dichloromethane (900 mL) was treated with N-bromosuccinimide (28.2 g, 159 mmol), stirred for 3.5 hours, and filtered through diatomaceous earth (Celite). The filtrate was treated with silica gel (300 g) and concentrated. The concentrate was purified by flash column chromatography with 30% ethyl acetate/hexanes to provide 22.09 g (81.5%) of the desired product. MS (APCI(+)) m/z 174 (M+H)+; 1H NMR (300 MHz, CDCl3) delta 8.09 (d, J=1.4 Hz, 1H), 7.77 (d, J=1.7 Hz, 1H), 4.30-4.78 (br s, 2H).

According to the analysis of related databases, 5049-61-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Li, Goaquan; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Sham, Hing L.; Wang, Gary T.; US2004/34038; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The chemical industry reduces the impact on the environment during synthesis 5049-61-6, name is Pyrazin-2-amine, I believe this compound will play a more active role in future production and life. 5049-61-6

2-Aminopyrazine (Aldrich, 20 g, 0.21 mol) was dissolved in 600 mL of CH2Cl2 and then cooled to 0 C. in an ice bath. To the resulting slurry was added N-Bromosuccinimide (Aldrich, 37.6 g, 0.211 mol) portion-wise over approximately 10 min. The slurry was allowed to mix in the ice bath for 1.5 hr. The slurry was then filtered through a bed of Celite. The bed of Celtite was washed with ~150 mL CH2Cl2. The filtrate was then concentrated in vacuo to solids. The resulting solids were purified by chromatography (silica, ethyl acetate/hexanes), producing 19.4 g (53%) of product. 1H NMR confirmed the structure of the desired product.

The chemical industry reduces the impact on the environment during synthesis 5049-61-6. I believe this compound will play a more active role in future production and life.

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

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. 6270-63-9 name is Pyrazin-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. 6270-63-9

The ethyl 1-(2-fluoro-4-methoxyphenyl)-6-(4-iodophenyl)-7-oxo-spiro[5H-pyrazolo[3,4-c]pyridine-4,1-cyclopropane]-3-carboxylate (8D) (2.0g, 3 . 6mmol) and pyrazine-2-one (513 mg, 5 . 3mmol) dissolved in 1,4-dioxane (10 ml) in, under the protection of nitrogen, by adding potassium phosphate (1.5g, 7 . 2mmol), cuprous iodide (68 mg, 0 . 36mmol) and trans-(1R, 2R)-N, N’ -dimethyl -1,2-cyclo hexanediamine (51 mg, 0 . 36mmol), microwave 150 C reaction 1 hour. The reaction solution is poured into water (50 ml) in, with ethyl acetate (50 ml ¡Á 2) extraction, combined organic phase, the organic phase with saturated salt water (80 ml) washing, dry anhydrous sodium sulfate, concentrated, the residue is separation and purification of silica gel column chromatography (ethyl acetate: petroleum ether (v/v) =1:1-1:0) to obtain the title compound ethyl 1-(2-fluoro-4-methoxyphenyl)-7-oxo-6-[4-(2-oxopyrazin-1-yl)phenyl]spiro[5H-pyrazolo[3,4-c]pyridine-4,1-cyclopropane]-3-carboxylate(26A), white solid (1.3g, yield 68%).

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

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO LTD; WEI, YONGGANG; QIU, GUANPENG; LEI, BAILIN; LU, YONGHUA; (120 pag.)CN104395312; (2016); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, 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. 5049-61-6

Stage 1. 3, 5-Dibromopyrazin-2-amine To a solution of aminopyrazine (11.36 g, 0.12 mol) in DCM (700 mL) at 0C was added N-bromosuccinimide (44.64 g, 0.25 mol) portion-wise. The reaction was stirred for 2 hrs. The reaction was washed with sat Na2CO3 (3 x 200 mL), dried over Mg504, filtered and concentrated in vacuo before purification by column chromatography (20% EtOAc/heptane) to give the title compound as a yellow solid (15.9 g, 53%). LCMS: m/z 252/254/256 [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 5049-61-6.

Reference:
Patent; CHROMA THERAPEUTICS LTD; DAVIES, Stephen John; PINTAT, Stephane; NORTH, Carl Leslie; MOFFAT, David Festus Charles; WO2014/1802; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6270-63-9, 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. 6270-63-9 name is Pyrazin-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.

Using the same procedure described in example 1 using 1-(4-amino-3-fluoro-phenyl)-1H-pyrazin-2-one (prepared from 2-fluoro-4-iodoaniline by reaction with 1H-pyrazin-2-one, Cu(I)I, N,N’-dimethylethylenediamine and cesium carbonate in dioxane at 120 C.), the title compound was obtained as a white solid (15 mg). MS: 508.0 (M+H)+

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

Reference:
Patent; Boehringer, Markus; Zbinden, Katrin Groebke; Haap, Wolfgang; Hilpert, Hans; Panday, Narendra; Ricklin, Fabienne; US2007/15812; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5049-61-6, 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. 5049-61-6 name is Pyrazin-2-amine, 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.

A solution of 2-aminopyrazine 4 (3.81 g, 40.1 mmol) in DMSO (80 mL) and water (2 mL) was stirred at 0 C for 10 min. NBS (16.4 g, 92.2 mmol) was added portionwise to the solution over 50 min, keeping the temperature below 15 C. The reaction mixture was warmed to rt and stirred for 16 h. The solution was poured into ice-water (250 mL) and stirred. The orange solid was collected by filtration and dried. The filtrate was extracted with ethyl acetate (200 mL). The organic layer was washed with 5% aqueous sodium carbonate (50 mL) and water (50 mL), then dried, filtered and concentrated. The combined material was recrystallised from water (200 mL) to give 5 (7.80 g, 77%) as a brown solid. (Found: C, 19.33; H, 1.10; N, 16.68; C4H3N3Br2 requires C, 19.00; H, 1.20; N, 16.62%); deltaH (250 MHz; CDCl3) 5.08 (2H, br s, NH2), 8.07 (1H, s, 6-H); deltaC (125 MHz; CDCl3) 123.7, 123.9, 143.2, 151.9; LC-MS (15 min) m/z 256, 254, 252 (MH+); HPLC tR 4.45 min; purity 98%; (HRMS found: MH+ m/z 251.8776; requires 251.8766).

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

Reference:
Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728,16;; ; Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6270-63-9, 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. 6270-63-9 name is Pyrazin-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 5 In analogy to example 1C, (1R,3S,4S)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-hydroxy-cyclopentanecarboxylic acid methyl ester (example 1B) was reacted with 1-(4-amino-3-fluoro-phenyl)-1H-pyrazin-2-one (prepared from 2-fluoro-4-iodoaniline by reaction with 1H-pyrazin-2-one, Cu(I)I, N,N’-dimethylethylenediamine and cesium carbonate in dioxane at 120 C.) to give 5-chloro-thiophene-2-carboxylic acid {(1S,2S,4R)-4-[2-fluoro-4-(2-oxo-2H-pyrazin-1-yl)-phenylcarbamoyl]-2-hydroxy-cyclopentyl}-amide. Yellow solid. MS: 477.0 ([M+H]+)

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

Reference:
Patent; Zbinden, Katrin Groebke; Haap, Wolfgang; Hilpert, Hans; Panday, Narendra; Ricklin, Fabienne; US2007/49587; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5049-61-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5049-61-6 as follows.

Step 3b: NBS Bromide Formation (Aryl) (Int-118) 2-Aminopyrazine (4 g, 42 mmol) was dissolved in water (2 mL) and DMSO (70 mL), and NBS (7.5 g, 42 mmol) was added over 1 hour at 0 C. The reaction was warmed to room temperature and stirred overnight. The mixture was poured onto ice and extracted 4 times with EtOAc. The combined organic layers were washed with 5% Na2CO3, water, and brine, dried over MgSO4, filtered, and concentrated. The residue was purified on silica gel to give the desired product.

According to the analysis of related databases, Pyrazin-2-amine, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amira Pharmaceuticals, Inc.; US2007/105866; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5049-61-6, 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. 5049-61-6, name is Pyrazin-2-amine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

[Referential Example 11] 1-(5-Methoxy-2-pyrazinyl)-5-(2-pyridyl)-1H-pyrazole-3-carboxylic acid; [Show Image] [Show Image] 1) 5-Chloro-2-hydrazinopyrazine; A solution of 5-chloro-2-hydroxpyrazine (1.84 g) synthesized from aminopyrazine by the method of Palamidessi et al. (J.Org.Chem., vol.29, pp 2491-2492, 1964) in phosphorus oxychloride (28ml) was placed in a sealed tube, and the solution was stirred at an outer temperature of 130C for 6 hours. After cooling with air, ice cold water and dichloromethane were added to the reaction liquid, then the phases were separated. The organic layer was dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure. Hydrazine monohydrate (1.39 ml) was added to a solution of the residue in ethanol (14 ml), and the mixture was stirred at room temperature for 150 minutes and for another 15 minutes at 80C. After cooling with air, the reaction liquid was evaporated under reduced pressure, and to the residue was added water and a mixed solvent of chloroform and methanol (1:10), then the phases were separated. The organic layer was dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure to give 5-chloro-2-hydrazinopyrazine(0.325 g, 16%) as a solid. 1H-NMR (400 MHz, DMSO-d6)delta: 4.32 (2H, br s), 7.92 (1H, s), 7.99 (1H, s), 8.13 (1H, s). EI-MSm/z: 144 (M+).

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5049-61-6, 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. 5049-61-6 name is Pyrazin-2-amine, 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.

Preparation of 3,5-dibromopyrazin-2-amine Intermediate BA) [0322] To a stirred solution of aminopyrazine (8.21 g, 86.4 mmol) in anhydrous methylene chloride (215 mL) cooled to 0C was added N-bromosuccinimide (32.3 g, 181 mmol) in portions over a six hour period, during which time the temperature of the reaction was kept below 0C. The resulting mixture was stored at 4C overnight, after which it was stirred vigorously and quenched with H20 (100 mL). The organic layer was separated, after which it was washed with saturated aqueous NaHC03, washed with brine, dried over MgS04, filtered, and evaporated in vacuo to yield a residue that was triturated with 20% EtOAc in hexanes to yield the title compound (10.3 g, 47%) as a yellow/brown powder. 1H NMR (CDC13, 300MHz) delta 8.02 (s, 1H), 5.05 (bs, 2H); HPLC retention time: 1.99 minutes; MS ESI (m/z): 252.0/254.0/256.2 (M+l)+, calc. 251.

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

Reference:
Patent; UNIVERSITY OF ROCHESTER; GELBARD, Harris, A.; DEWHURST, Stephen; GOODFELLOW, Val, S.; WIEMANN, Torsten; RAVULA, Satheesh, Babu; LOWETH, Colin, J.; WO2011/149950; (2011); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem