Category: 5049-61-6

Synthetic Route of 5049-61-6, 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.

To a suspension of 2-aminopyrazine (1) (20.0 g, 210.28 mmol) in dry DCM (200 mL) was added N-bromosuccinimide (37.42 g, 210.28 mmol) in portion wise at cold condition under nitrogen atmosphere and stirred at RT for 1.5 h. Reaction mixture was concentrated under vacuum, added 30 mL of water and filtered the crude solid. Filtrate was extracted with DCM:MeOH (9: 1, 50 mL X 4). Combined organic layers was washed with brine solution (20 mL), dried over anhydrous Na2SO4 and concentrated under vacuum. Combined crude solids were purified by column chromatography over silica gel 230-400 mesh using 0-1 % of methanol in dichloromethane as an eluent to afford product 2 (19.0 g, 52.7%) as yellow solid.1H NMR (400 MHz, DMSO-d6): delta 8.03 (d, J = 1.28 Hz, 1H), 7.68 (d, J = 1.32 Hz, 1H), 6.66 (s, 2H). LC-MS APCI: Calculated for C4H4BrN3: 174.00; Observed m/z [M+H]+ 176.00.

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

Reference:
Patent; MMV MEDICINES FOR MALARIA VENTURE; UNIVERSITY OF CAPE TOWN; WATERSON, David; WITTY, Michael John; CHIBALE, Kelly; STREET, Leslie; GONZALEZ CABRERA, Diego; PAQUET, Tanya; (36 pag.)WO2017/9773; (2017); 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. 5049-61-6, name is Pyrazin-2-amine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Pyrazin-2-amine

Aminopyrazine (10 g, 10.5 MMOL) was dissolved in dry DIMETHYLFORMAMIDE (60 ml) and was treated with N-CHLOROSUCCINIMIDE (15.36 g, 11.5 MMOL) under argon at 0 C. 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. The diethyl ether layers were combined and evaporated in vacuo. The resulting residue was purified by column chromatography eluting with a mixture of ethyl acetate : pentane (1: 9) to afford the title compound (1.40 g) ;’H NMR (CDC13) 8.02 (1 H, S), 7.76 (1H, 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; WO2004/56369; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5049-61-6, name is Pyrazin-2-amine, 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. Application In Synthesis of Pyrazin-2-amine

To a solution of aminopyrazine (4l) (10.0 g, 105 mmol) in DMSO (200 mL) and water (5 mL) was added N-bromosuccinimide (39.3 g, 221 mmol) at room temperature, and the mixture was stirred for 23 hours. To the mixture was added water and the product was extracted with diethyl ether (300 mL*4). The combined organic extract was washed successively with water (400 mL*2) and brine (500 mL*2), followed by drying over anhydrous sodium sulfate. After filtration and concentration under reduced pressure, the residue was purified by column chromatography (silica gel 280 g, n-hexane/dichloromethane/ethyl acetate=5/4/1). The resulting solid was further purified by recrystallization (n-hexane/ethyl acetate) to give Compound 42 (17.3 g, 68.3 mmol, 64.9%) as a colorless solid. Rf=0.48 (n-hexane/dichloromethane/ethyl acetate=5/4/1); 1H NMR (400 MHz, CDCl3) delta 5.05 (s, 2H), 8.05 (s, 1H).

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

Reference:
Patent; Inouye, Satoshi; Sahara, Yuiko; Hosoya, Takamitsu; US2014/316137; (2014); 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. 5049-61-6, name is Pyrazin-2-amine, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H5N3

Step-(i): Synthesis of 3,5 -dibromopyrazin-2-amine: To a stirred solution of pyrazin-2-amine (0.5 g, 5.2 mmol) in DCM (10 mL), was added pyridine (0.95 mL, 11.05 mmol) at 0C followed by bromine (0.56 mL, 11.05 mmol) which was stirred at RT for 16h. After the reaction was completed, it was cooled to room temperature, quenched with Na2CO3 (30 mL), extracted with DCM (2 x 100 mL). The combined organicphases were washed with brine, dried over sodium sulphate and concentrated. The obtained crude product was purified by colunm chromatography using 100-200 mesh silica gel and 2% MeOH in DCM as eluent to give the titled product as an off white solid (510 mg, 38%); MS (ES) mz 254 (M+1).

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; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; BORUAH, Anima; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; WO2014/125410; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference 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.

A 1000 mL single-neck round bottom flask was charged with 2-aminopyrazine (28.50 g, 300 mmol), N-iodosuccinimide(134.99 g, 600 mmol), methanol 340 ml,The mixture in the reaction flask was stirred at 80 C for 10 hours.TLC and GC confirmed the reaction was complete. After the reaction was completed, the solvent was removed by rotary evaporation to give a crude product, which was purified by silica gel column chromatography to give pure product2-Amino-5-iodopyrazine, after drying,Calculated yield 70.50%Purity 99.58% (HPLC).

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; Shandong Youbang Biochemical Technology Co., Ltd.; Geng Xuanping; Lai Chao; Lai Ziteng; Lai Xinsheng; (4 pag.)CN106674137; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 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.

To a suspension of 2-aminopyrazine (4 g, 42.1 mmol) in dichloromethane (100 mL) was added NBS (18.7 g,105 mmol) in batches over a period of 1 h at room temperature. The reaction mixture was stirred at room temperaturefor 5 h. When the reaction was completed, saturated aqueous Na2CO3 solution (40 mL) was added. After stirring for 15 min, the mixture was partitioned between dichloromethane (200 mL) and water (100 mL). The organic layer wasthen dried over anhydrous Na2SO4, decolorized with activated charcoal (1 g), and concentrated to give a yellow solid(8.0 g, yield 76%). 2-Amino-3,5-dibromopyrazine (18b) Yield: 76%, yellow solid, M.p.: 112-114 C (Lit.113-114 C, Sato et al. 1990a, b). 1H NMR (400 MHz, DMSO-d6): delta 8.13 (s, 1H), 6.99 (s, 2H). 1H NMR (400 MHz,CDCl3):delta 8.04 (s, 1H), 5.09 (s, 2H). 13C NMR (125 MHz, CDCl3): delta 151.86, 143.06, 123.96, 123.65. ESI-MS m/z:249.2 [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 Pyrazin-2-amine, its application will become more common.

Reference:
Article; Guo, Qi; Xu, Mingshuo; Guo, Shuang; Zhu, Fuqiang; Xie, Yuanchao; Shen, Jingshan; Chemical Papers; vol. 73; 5; (2019); p. 1043 – 1051;,
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. 5049-61-6, name is Pyrazin-2-amine, A new synthetic method of this compound is introduced below., COA of Formula: C4H5N3

2-Pyrazinamine (9.51 g, 100 mmol) was dissolved in ethanol (300 ml) and 2-bromo- 1 ,1-bis(ethyloxy)ethane (21.06 ml, 140 mmol) was added. 48% hydrobromic acid (33.3 ml) was added and the mixture heated at reflux for 24 hr. The solution was concentrated in vacuo to a crude solid that was basified with 10% ammonia-ice (300ml). The solution was extracted in to ethyl acetate (3 x 300ml), the combined extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to afford a crude solid, (4.76g). The solid was purified by flash chromatography (Biotage SP4, 40+M, eluting with a 0-100% [25% 2M ammonmia/methanol in dichloromethane] in dichloromethane gradient) to afford imidazo[1 ,2-a]pyrazine (2.86 g, 24.01 mmol, 24.01 % yield).).1H NMR (CDCI3, 400 MHZ) d 9.11 (s, 1 H), 8.10 (d, 1 H, J = 4.8 Hz, 7.88 (d, 1 H. 4.8 Hz, 7.83 (s, 1 H), 7.71 (s, 1 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; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALL, Ian David; WALTER, Daryl Simon; WO2010/125101; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route 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.

EXAMPLE 41A 5-Bromo-pyrazin-2-ylamine To the solution of 2-aminopyrazine (Aldrich, 4.75 g, 50 mmol) in anhydrous MeCN (Aldrich, 50 mL) was slowly added the solution of N-bromosuccinimide (Aldrich, 8.90 g, 50 mmol) in MeCN (anhydrous, 50 mL) at 0-10 C. The reaction mixture was then stirred at ambient temperature and quenched with saturated Na2S2O3 (5.0 mL). The mixture was concentrated and the residue was extracted with EtOAc (3*50 mL). The combined extracts were concentrated and the title compound was purified by chromatography (SiO2, EtOAc/hexane=1/1, v. Rf=0.50). 1H NMR (300 MHz, CDCl3) delta 7.77 (d, J=1.36 Hz, 1H), 8.09 (d, J=1.36 Hz, 1H) ppm; m/z 174 (M+H)+, 174 (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; Ji, Jianguo; Li, Tao; Lynch, Christopher L.; Gopalakrishnan, Murali; US2008/45539; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 5049-61-6, 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.

To a mixture of 2-amino pyrazine (50 g, 0.5 mol) inchloroform (1000 ml) cooled to 0 C. was added pyridine (100 ml, 1.21 mol) and bromine (54 ml, 1.05 mmol) drop- wise. The mixture was stirred at it for 16 h, then water was added. The organic phase was extracted, dried (MgSO4), filtered and evaporated to obtain 1-01, 48 g (Y: 36%) of ayellow solid which was dried in vacuo.

Statistics shows that Pyrazin-2-amine is playing an increasingly important role. we look forward to future research findings about 5049-61-6.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); Serrano Marugan, Manuel; Pastor Fernandez, Joaquin; Martinez Gonzalez, Sonia; Ortega Molina, Ana; Bischoff, James R.; Oyarzabal Santamarina, Julen; (220 pag.)US9993554; (2018); B2;,
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. 5049-61-6, name is Pyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H5N3

A solution of aminopyrazine (1 g, 10.5 mmol) and chloroacetaldehyde (50% wt in H2O; 1.98 g, 12.6 mmol) in 1.6 mL of EtOH was heated at 900C in a sealed tube for 5 h. Upon cooling to ambient temperature, the reaction mixture was concentrated and diluted with dichloromethane (DCM). The organic layer washed with saturated aqueous NaHCO3 then dried over MgSO4 and concentrated. The crude product was purified by silica gel flash chromatography (eluted with 10% MeOH/DCM) to provide 0.8 g of product.

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; ARIAD PHARMACEUTICALS, INC.; WO2007/75869; (2007); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem