Tag: M.W=0-100

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. 4949-13-7, name is 2-Fluoropyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H3FN2

To a stirred solution of 2-fluoropyrazine (1 g, 10.20 mniol) in DMO (12 mL) was added 3-brorno-4-fluorophenoi (1.95 g, 10.21 mmoi), and K2C03 (2.82 g, 20.39 mmol), The reactionmixture was stirred at 75C for 15 h. The mixture was filtered, and the filtrate was diluted with brine (50 mL). The filtrate was extracted with EIOAc (2×100 mE), The organic layer was dried over NaO4, filtered and concentrated in vacuo to give the title compound. m/z 270.9(M¡À2+H).

According to the analysis of related databases, 4949-13-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 109-08-0, 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 109-08-0 as follows.

Step 1: 2-Chloromethylpyrazine To a solution of 2-methylpyrazine (4.7 g) in carbon tetrachloride (200 mL) were added N-chlorosuccinimide (8 g) and benzoyl peroxide (0.6 g). The mixture was brought to reflux with two 150-watt spotlights and irradiated for 4.5 hours. The mixture was then cooled to room temperature, evaporated to dryness, and chromatographed on flash silica gel using a mixture of ethyl acetate:toluene (1:4) as eluant to give the title compound as an oil, which was stored at 78¡ã C. as a solid. 1 H NMR (Ace-d6): delta 4.8 (2H, s), 8.6 (2H, s), 8.8 (1H, s).

According to the analysis of related databases, 109-08-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Frosst Canada, Inc.; US5389650; (1995); 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

109-08-0, name is 2-Methylpyrazine, 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 109-08-0

To a solution of 2- methylpyrazine (20.0 g, 212 mmol) in 1,4-dioxane (140 ml) was added ethyl 2-oxoacetate (56.4 g, 276 mmol) and diacetoxyiron (0.99 g, 6.4 mmol) under N2. The reaction was heated at 140¡ãC for 48 h. The mixture was concentrated under reduced pressure. The residue was purified by FCC (0 – 10percent EtOAc / petroleum ether) to give the title compound. Y = 30 percent. .H NMR (400 MHz, chloroform-;/) delta 8.54 – 8.48 (m, 3H), 4.70 – 4.64 (m, 1H), 4.26 (q, J= 8 Hz, 2H), 3.38 – 3.33 (m, 1H), 3.25 – 3.19 (m, 1H), 1.26 (t, J= 7 Hz, 3H).

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NODTHERA LIMITED; BOCK, Mark G.; WATT, Alan Paul; PORTER, Roderick Alan; HARRISON, David; (229 pag.)WO2019/25467; (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. 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

Reference of 4949-13-7, 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 4949-13-7 as follows.

[0211] To a mixture of 4-(Aminomethyl)benzonitrile hydrochloride (1.6 g, 9.3 mmol, 1.0 equiv) and IPA (15.0 mL) in a microwave vial (20 mL) were added 2-fluoropyrazine (1.0 g, 10.2 mmol, 1.1 equiv) and DIPEA (2.9 g, 22.2 mmol, 2.4 equiv). The vial was sealed and heated at 170 C in a microwave reactor for 4 h, concentrated onto 10 g of silica, and purified by silica gel chromatography (80 g column, 0-10% MeOH in DCM) to provide 1.2 g (62%) of 4-((pyrazin-2-ylamino)methyl)benzonitrile as a pale yellow solid. LRMS (ES) m/z 211.2 (M+H). 1H-NMR (Methanol-^, 400 MHz, ppm) d 7.96 – 7.90 (m, 2H), 7.70 – 7.62 (m, 3H), 7.53 – 7.48 (m, 2H), 4.63 (s, 2H).

According to the analysis of related databases, 4949-13-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); 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

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., category: Pyrazines

A compound (1), (2.0 g, 21.0 mmol and 1.0 eq.), and THF (25 ml) were put in and stirred to the 200 ml three necked flask under a nitrogen atmosphere. Next, what dissolved N-bromosuccinimide (8.2 g, 46.1 mmol, 2.2 eq.) in THF (25 ml) was dropped by 0 C, and it agitated for 20 minutes at the room temperature.Cerite filtration of the impurity was carried out after ending reaction. And washed the filtrate by extraction, H2O, and sat.NH4Cl aq. with ethyl acetate, and it was made to dry by Na2SO4, and condensed. a part of obtained residue silica gel column chromatography (7 : n-hexane: eluate : ethyl acetate = 3) separation refinement condensing object compound (2) (3.16 g, yield:60 %) It obtained as a white solid.

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; KEIO UNIVERSITY; SUZUKI, KOJI; CITTERIO, DANIEL; KAKUDATE, YOSHIKI; HOSHINO, EMI; NISHIHARA, RYO; (21 pag.)JP2016/50296; (2016); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem