Category: 6863-73-6

These common heterocyclic compound, 6863-73-6, name is 3-Chloropyrazin-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. Recommanded Product: 6863-73-6

8-Chloroimidazor 1 ,2-alpyrazine[00237] 2-Bromo-l,l-diethoxyethane (6.21 mL, 0.041 mmol) was added to a mixture of 48% HBr (aq.) solution (1.64 mL) and water (20 mL) and the resulting mixture was stirred under reflux for 1 hour. The reaction mixture was then allowed to cool and washed with brine (2 x 30 mL), dried (MgSO4) and carefully concentrated in vacuo. The resulting oil was dissolved in 1 ,2-dimethoxoethane (20 mL) and added to a suspension of 2-amino-3 -chloro- pyrazine (2.142 g, 0.016 mmol) in 1 ,2-dimethoxoethane (30 mL). 48 % HBr (aq.) solution (0.313 mL) was then added and the resulting mixture was stirred under reflux for 1 hour. Upon cooling a precipitate formed which was collected by filtration and washed with diethyl ether to give the crude HBr salt. This was dissolved in NaHCO3 (aq.) and extracted into DCM. Drying of the organic layer (MgSO4) followed by concentration in vacuo provided the title compound (1.9 g, 75%) as a yellow/pale brown solid. 1H NMR (d6-DMSO): 8.68-8.64 (IH, br m), 8.30-8.26 (IH, br m), 7.88-7.85 (IH, br m), 7.75-7.70 (IH, br m).

The synthetic route of 3-Chloropyrazin-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; PRICE, Paul Damien; MIDDLETON, Penny; WO2010/69684; (2010); A1;,
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. 6863-73-6, name is 3-Chloropyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H4ClN3

Example A3 8-Chloro-imidazo[1,2-a]pyrazine Bromoacetaldehyde diethyl acetal (17.4 ml, 115.8 mmol) was added dropwise to a 48% aqueous solution of hydrobromic acid (4.45 ml, 38.6 mmol) at RT. The mixture was stirred at reflux temperature for 2 h. and then poured onto a suspension of sodium hydrogen carbonate (74.5 g, 0.88 mol) in isopropanol (220 ml). The mixture was stirred for a further 30 min. and then filtered off. 3-Chloro-pyrazin-2-ylamine (5 g, 38.6 mmol) was added to the filtrate and the mixture was stirred at 85 C. for 4 h. The solvent was evaporated in vacuo and the crude product suspended in a saturated solution of sodium hydrogen carbonate and extracted with DCM. The organic layer was dried (Na2SO4), filtered and the solvents evaporated in vacuo. The crude product was precipitated from Et2O to yield intermediate 3 (4.1 g, 70%) as a brown solid which was used in the next step without further purification.

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 6863-73-6.

Reference:
Patent; Janssen Pharmaceutica NV; US2012/329792; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 6863-73-6, These common heterocyclic compound, 6863-73-6, name is 3-Chloropyrazin-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.

General procedure: NaH (60% in mineral oil, 0.04 g, 1 mmol) was added to a stirredsolution of the appropriate benzyl alcohol derivative (1 mmol) inanhydrous DMF (3 mL) at room temperature and stirring wascontinued for 1 h. Commercially available 2-amino-3-chloropyrazine (0.13 g, 1 mmol) was added to the reactionmixture which was further stirred at 100 C for 15 h. After cooling,the solvent was evaporated and the residue was partitioned betweenwater and dichloromethane. The organic layer was driedover anhydrous Na2SO4, filtered, and concentrated. The residuewaspurified by flash column chromatography (SiO2, EA/n-Hex 1/5).

Statistics shows that 3-Chloropyrazin-2-amine is playing an increasingly important role. we look forward to future research findings about 6863-73-6.

Reference:
Article; Elkamhawy, Ahmed; Park, Jung-eun; Hassan, Ahmed H.E.; Pae, Ae Nim; Lee, Jiyoun; Paik, Sora; Park, Beoung-Geon; Roh, Eun Joo; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 268 – 278;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 6863-73-6,Some common heterocyclic compound, 6863-73-6, name is 3-Chloropyrazin-2-amine, molecular formula is C4H4ClN3, 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.

Pre Step A 3-(Methyloxy)-2-pyrazinamine A mixture of 3-chloro-2-pyrazinamine (200 mg, 1.544 mmol) and sodium methoxide (250 mg, 4.63 mmol) in methanol (3.9 ml) was heated to 130° C. via a microwave reactor for 60 min. The crude product mixture was purified by RP-HPLC to give 3-(methyloxy)-2-pyrazinamine (113 mg, 0.903 mmol, 59percent yield). MS (ES+) m/z 125.8 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloropyrazin-2-amine, its application will become more common.

Electric Literature of 6863-73-6, These common heterocyclic compound, 6863-73-6, name is 3-Chloropyrazin-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 48% aqueous hydrogen bromide solution (0.893 mL) and water (9 mL), 2-bromo-1,1-diethoxyethane (5.98 mL, 38.5 mmol) was added, and stirred for one hour while heating under reflux. To the reaction solution, water and ethyl ether were added to separate phases. The water phase was extracted with ethyl ether and organic phases were combined, dried over magnesium sulfate, filtrated and concentrated under reduced pressure. To the resultant residue and a dimethoxyethane (22 mL) solution of 3-chloropyrazine-2-amine (2.0 g, 15.4), a 48% aqueous hydrogen bromide solution (0.3 mL) was added, stirred for 3 hours while heating under reflux. The resultant solid substance was obtained by filtration and washed with ether to obtain 8-chloroimidazo[1,2-a]pyrazine (2.07 g, 88%) as a black solid substance.MS (ESI) m/z=154 (M+H)+.

The synthetic route of 6863-73-6 has been constantly updated, and we look forward to future research findings.

6863-73-6, name is 3-Chloropyrazin-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. Safety of 3-Chloropyrazin-2-amine

A mixture of bromoacetaldehyde diethyl acetal (29 ml,192.77 mmol) and 48% aqueous hydrogen bromide solution (7 ml)was stirred at reflux temperature for 1.5 h. After cooling back toroom temperature it was poured onto a suspension of sodiumhydrogen carbonate (14.50 g, 172.62 mmol) and 2-propanol(230 ml) and stirred until the gas evolution ceased. The formedprecipitate was filtered, then 2-amino-3-chloropyrazine (8) (7.51 g,58 mmol) was added to the filtrate and stirred at reflux temperaturefor 3 h. The reaction mixture was allowed to cool down toroom temperature, the resulting solid was collected by filtrationand washed with 2-propanol. The solid was partitioned betweenchloroform and 10% aqueous sodium hydrogen carbonate solution.The layers were separated and the aqueous layer was extractedwith chloroform (2). The combined organic layers were dried oversodium sulphate, filtered and concentrated under reduced pressure.The crude product was triturated with diisopropyl ether andfiltered to give the title compound (6.48 g)

The synthetic route of 6863-73-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Garamvoelgyi, Rita; Dobos, Judit; Sipos, Anna; Boros, Sandor; Illyes, Eszter; Baska, Ferenc; Kekesi, Laszlo; Szabadkai, Istvan; Szantai-Kis, Csaba; Keri, Gyoergy; Oerfi, Laszlo; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 623 – 643;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6863-73-6, name is 3-Chloropyrazin-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 6863-73-6, Recommanded Product: 3-Chloropyrazin-2-amine

Step B: Preparation of 8-chloro-imidazo[ 1 ,2-a]pyrazine To a stirred suspension of 3-chloropyrazin-2-amine (107.5 g, 129.6mmol) in water (2500 mL) and THF (236 mL) at rt was added ethyl 2-bromo-1 ,1 -diethoxyethane (375 mL, 197 mmol) in one portion. After stirring at reflux for 4 h and 5 h at rt, the solution was adjusted to pH 8 by potassium carbonate, extracted with DCM (4 x 1000 mL9, dried over sodium sulphate, filtered and evaporated. Yield 132.9 g (104 %) 8-chloro-imidazo[1 ,2-a]pyrazine: 1H-NMR (300 MHz, d6-DMSO): delta =8.62 (d, 1 H), 8.24 (d, 1 H), 7.82 (d, 1 H), 7.69 (d, 1 H) ppm.

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; JAUTELAT, Rolf; KOSEMUND, Dirk; BOHLMANN, Rolf; BADER, Benjamin; LIENAU, Philip; SIEMEISTER, Gerhard; WO2012/80229; (2012); 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. 6863-73-6, name is 3-Chloropyrazin-2-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 6863-73-6

N. 1 -IMIDAZO[ 1 ,2-A]PYRAZIN-8-YL-3 -TRIFLUOROMETHYL- IH-P YRAZOLE-4-C ARBOXYLIC ACID (I -P YRIDIN-3 -YL-CYCLOHEXYLMETHYL)-AMIDE (COMPOUND 14); Step 1. 8-Chloro-imidazol[l,2-a]pyrazine; HBr (48% in H2O) is added to a solution of 2-amino-3-chloropyrazine (1.2 g, 9.26 mmol) and BrCH2CH(OEt)2 (1.6 mL, 10 mmol) in MeOH and H2O (5 mL and 10 mL) at RT. The mixture is stirred for 24 h at RT and then heated to 40 C for 48 h. The pH is adjusted to 7 with sat. Na2Ctheta3. The mixture is extracted with CH2Cl2. The organic phase is dried over anhydrous Na2SO^ The product is purified by silica gel column chromatography (4%MeOH in CH2Cl2) to give the title compound as an off white solid.

The synthetic route of 6863-73-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROGEN CORPORATION; WO2009/12482; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 6863-73-6, A common heterocyclic compound, 6863-73-6, name is 3-Chloropyrazin-2-amine, molecular formula is C4H4ClN3, 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.

Benzyl alcohol (4.55 g, 42.15 mmol) was added under an inert atmosphere dropwise to a suspension of sodium hydride (1. 01 g, 42.13 mmol, 80%) in N-methylpyrrolidinone. Stirring of the reaction mixture was continued for 30 min. 2-Amino-3-chloropyrazine (Compound I in Scheme 1, 5.0 g, 38.6 mmol) was then added in incrememtal portions and the resultant mixture was heated at 80 C for 24 h. The reaction mixture was subsequently cooled and water (200 mL) was added. The aqueous solution was extracted with EtOAc (2 x 40 mL). The combined organic layers were washed with water (2 x 100 mL), dried (Mg04), and concentrated under reduced pressure to obtain a light brown residue. Addition of cold water to the residue, triggered crystallization of the desired product. The crystals were collected and dried over P2O5 (6.33 g, 82%). 1H-NMR (CDCl3) No. 7. 54 (d, J 3.1 Hz, 1H), 7.45-7. 32 (m, 6H), 5. 38 (s, 2H), 4. 78 (br s, 2H); MS (ESI) 202.2 ([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; CARDIOME PHARMA CORPORATION; WO2005/34837; (2005); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 6863-73-6, 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 6863-73-6 as follows.

alpha-Bromo diethyl acetal (51.6 mL, 332.7 mmol, 2.5 eq) was added to a solution of 7.7 mL HBr (conc.) and 80 mL of H2O. The reaction was heated at reflux for 1 h. The reaction was cooled and extracted 2¡Á with Et2O (200 mL). The Et2O extracts were combined, washed with brine, and dried over Na2SO4 before being concentrated. The material was not left on the rotavap for an extended time or put under high vacuum. The oily residue was mixed with DME (200 mL) and the 2-amino-3-chloropyrazine (2, 17.240 g, 133.1 mmol) was added. HBr conc. (1-1.5 mL) was added and the reaction was heated at reflux. The reaction is heterogeneous reaction mixture, becomes homogenous after 10-15 minutes. After approximately 30 minutes a precipitate begins to form. After 1 hour at reflux the black reaction was cooled to room temperature, filtered, and washed with Et2O (4¡Á, 75 mL) to give compound 101 1H NMR (DMSO-d6, 400 MHz) 8.70 (d, J=2.0 Hz, 1H), 8.32 (s, 1H), 7.93 (s, 1H), 7.79 (d, J=3.0 Hz, 1H). LC/MS shows a mixture of two products (one product by LC and two by MS). By MS there is a mass for XCl (major) MH+=154 (m/z) and one for XBr (minor) MH+ 198 (m/z). This mixture gave the product in approximately 90% yield as the HBr salt.

According to the analysis of related databases, 6863-73-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schering Corporation; US2007/105864; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem