Category: 5049-61-6

Some common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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. Formula: C4H5N3

Imidazo[1,2-aJpyrazine: A solution of aminopyrazine (1 g, 10.5 mmol) and chloroacetaldehyde (50% wt in H,O; 1.98 g, 12.6 mmol) in 1.6 mL of EtOH was heated at 90C5 in a sealed tube for 5 h. Upon cooling to ambient temperature, the reaction mixture was concentrated and diluted with dichlorornethane (DCM). The organic layer washed with saturated aqueous NaHCO3 then dried over MgSO4 and concentrated. The crude product was purifiedsilica gel flash chromatography (eluted with 10% MeOH/DCM) to provide 0.8 g of product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5049-61-6, its application will become more common.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; GOZGIT, Joseph, M.; RIVERA, Victor, M.; SHAKESPEARE, William, C.; ZHU, Xiaotian; DALGARNO, David, C.; WO2013/162727; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5049-61-6, A common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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 solution of aminopyrazine (5 g, 53 mol, 1 eq.) in ethanol (212 ml) was added bromoacetaldehyde diethylacetal (12 ml, 80 mol, 1.5 eq.) and HBr (48%, 26.5 ml). The mixture was heated at 70-80 C. for 17 hours. The mixture was then cooled to rt (room temperature), then a mixture of 1N NaOH (200 ml) and 20% IPA/DCM (isopropyl alcohol/Dichloromethane) was added to the reaction mixture. The combined organic layer was dried over sodium sulfate and concentrated to afford 5.9 g of brown solid of imidazo[1,2-a]pyrazine (yield 94%). 1H-NMR (400 MHz, DMSO-d6) delta 9.05 (m, 1H), 8.60 (dd, 1H), 8.13 (d, 1H), 7.87 (d, 1H), 7.81 (d, 1H). MS m/z 120 [M++1].

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

Reference:
Patent; Sugen, Inc.; US2004/220189; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 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.

To a solution of 2-aminopyrazine (2.0 g, 21.03 mmol) in ethanol (40 mL) was added 2-bromo-1,1-dimethoxyethane (2.5 mL, 21.03 mmol) followed by 5 drops of concentrated hydrochloric acid. After refluxing for 14 hours, the solvent was evaporated. The residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The aqueous layer was extracted with ethyl acetate (3×). The combined organic phase was washed with brine, dried over magnesium sulfate, and concentrated. The residue was purified by flash chromatography (100% ethyl acetate, 10% methanol in ethyl acetate, then 10% methanol in dichloromethane) to give 536 mg of the title compound as a solid. 1H NMR (500 MHz, CDCl3) delta 7.70 (bs, 1H), 7.82 (bs, 1H), 7.89 (d, 1H, J=4.4 Hz), 8.10 (d, 1H, J=4.6 Hz), 9.12 (s, 1H)

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; Merck Sharp & Dohme Corp.; Edmondson, Scott D.; Fisher, Michael H.; Kim, Dooseop; Maccoss, Malcolm; Parmee, Emma R.; Weber, Ann E.; Xu, Jinyou; US2015/359793; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 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.

To a solution of 2-amino pyrazine (20 g, 210 mmol) in dimethoxy ethane (400 ml) was added ethyl bromopyruvate (32.8 ml) at 25 C. and the resulting reaction mixture was allowed to stir at the same temperature for 4 hrs. It was then cooled to 0 C. and stirred for 30 minutes. The separated solid was filtered and washed with ether. Solid residue was taken in ethanol (1000 ml) and refluxed for 4 hrs. Solvent was removed completely, residue taken in chloroform (1000 ml), saturated sodium bicarbonate solution (700 ml) was added to it and the mixture was allowed to stir for 45 minutes. The mixture was filtered through celite bed, washed several times with chloroform and filtrate was dried over sodium sulfate. Evaporation of the organic layer under reduced pressure gave the crude mass, which was purified by crystallization using ether-methanol mixture.Yield: 20%

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, Pyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUENENTHAL GmbH; US2009/186899; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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. Product Details of 5049-61-6

To a solution of pyrazin-2-amine (30 g, 0.32 mmol) in DCM (900 mL) at 0 C was added NBS (56 g, 0.32 mmol). The reaction mixture was stirred at ambient temperature for 3 h and then washed with sat. NaHCO3 and brine. The organic layer was dried over anhydrous Na2504, filtered and concentrated to afford 5 -bromopyrazin-2-amine (38 g, 70 %) as a white solid whichwas used directly in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5049-61-6, its application will become more common.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; BRAMELD, Kenneth A.; VERNER, Erik; WO2014/182829; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 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 pyrazin-2-ylamine (6.66 g, 70 mmol) in CH2Cl2 (200 mL) was cooled to 00C, treated with N-bromosuccinamide (12.5 EPO g, 70 mmol) and allowed to warm to room temperature. The resulting reaction mixture was stirred overnight, then diluted with additional CH2Cl2 (200 mL) and washed with 10% aqueous Na2CO3 solution. The layers were separated, and the organic layer washed with sat’d aqueous NaCl solution, then dried over anhydrous MgSO4 filtered, and concentrated under reduced pressure. The residue was taken up in EtOAc (50 mL) and the product was precipitated by the addition of hexane (300 mL) . The precipitate was dried under vacuum to yield 5.57 g of a tan solid.

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; ICOS CORPORATION; WO2006/105262; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 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.

/-Bromosuccinimide (8.98 g, 50 mmol) was added portionwise over 15 minutes to a solution of 2-aminopyrazine (4.75 g, 50 mmol) in dichloromethane (300 mL) at O0C. After 45 minutes at O0C, and 3 hours at room temperature, the mixture was filtered through Celite and the filtrate was concentrated. The brown residue was purified by silica chromatography, eluting with 35% then 50% ethyl acetate in hexane, to give 2-amino-5- bromopyrazine (6.41 g, 74%) as a yellow solid.1H NMR (CDCI3, 400MHz) delta 8.02 (s, 1 H), 7.71 (s, 1 H), 4.58 (br s, 1 H). LCMS (1 ) Rt = 1.05 min; m/z (ESI+) 174, 176 (MH+).

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, Pyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/44162; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5049-61-6, A common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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.

Description 4 5-Chloro-2-pyrazinamine (D4); Aminopyrazine (10 g, 105 mmol) was dissolved in dimethylformamide (60 ml) and N- chlorosuccinimide (15.36 g, 115 mmol) was added portionwise under argon at room temperature. After 5 minutes, the temperature rose from 25C to 45C (care required – exothermic reaction). An ice bath was placed underneath the reaction mixture and the mixture was stirred for 30 minutes and then allowed to warm to room temperature. The mixture was poured onto water and extracted with diethyl ether (x 5). The diethyl ether layer was evaporated under reduced pressure. The product was purified by Biotage column chromatography eluting with 10% ethyl acetate in pentane to afford the title compound (1.40 g). ¹H NMR (CDCI3) 8.02 (1 H, s), 7.76 (1 H, s), 4.61 (2H, s).

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/123723; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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. Application In Synthesis of Pyrazin-2-amine

To a three-necked flask equipped with 2-aminopyrazine (14.27 g, 0.15 mol) was added dichloromethane (200 mL) and pyridine(25.3 mL, 0.315 mol); immersed in water at 40 C, slowly added dropwise bromine (16.2 mL,0.315 mol) in dichloromethane (100 mL). After the reaction, the solution changed from orange to orange to orange1h was added dropwise; reflux was continued at 40 C for 30 min; cooling to room temperature, adding distilled water (50 mL) to the reaction system,Stirring for 10 min, standing on the stratified layer; collecting the lower liquid, the collected liquid was washed twice with distilled water (100 mL); the organic phaseWas transferred to a flask equipped with silica gel (10 g) and activated carbon (1 g), boiled and refluxed for 30 min. The filtrate was collected by filtration and distilled under reduced pressure,The solid obtained after the distillation was transferred to a flask equipped with n-hexane (45 mL) and refluxed at 80 C for 2 h. The filtrate was filtered while hotThe solid product was dried and weighed to give 18.15 g of a pale yellow solid, i.e., 3,5-dibromo-2-aminopyrazine, in a yield of 47.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5049-61-6, its application will become more common.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Sun Chengyu; Chen Chen; Xu Shan; Tang Qidong; Wang Wenhui; Wang Qinqin; Wang Caolin; (23 pag.)CN106831812; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 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.

Initial attempt showed that the reaction gave a lot of black polymers after a few min., with the main product being 3,5-dichloro-2-amino pyrazine. Only small amount of 5- chloro-2-aminopyrazine was isolated (eq 7). This reaction could not be scaled up because it was not reproducible.

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, Pyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE GOVERNMENT OF THE UNITED STATES, as represented by the secretary of HEALTH AND HUMAN SERVICES; WO2007/124345; (2007); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem