Category: 4774-14-5

Application of 4774-14-5, 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 4774-14-5 as follows.

Synthesis o -chloro-6-phenylpyrazine[00145] To a solution of 2,6-dichloropyrazine (2.0 equiv.) in 3 : 1 DME:2M aqueous sodium carbonate (0.125 M) was added phenylboronic acid (1.0 equiv.) then PdCl2(dppf) ¡¤ DCM adduct (0.1 equiv.). The reaction was heated in the microwave at 120 C for 15 minutes. The crude reaction mixture was diluted with ethyl acetate and washed with sat. aq. sodium bicarbonate then sat. NaCl. The organic phase was dried with magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel column chromatography with heptanes to 30% ethyl acetate in heptanes to give 2- chloro-6-phenylpyrazine in 75% yield. LC/MS (m/z): 191.0 (MH+), R, = 1.00 min.

According to the analysis of related databases, 4774-14-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BURGER, Matthew; DING, Yu; HAN, Wooseok; LINDVALL, Mika; NISHIGUCHI, Gisele A.; RICO, Alice; SMITH, Aaron; TANNER, Huw; WAN, Lifeng; WO2012/4217; (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. 4774-14-5, name is 2,6-Dichloropyrazine, A new synthetic method of this compound is introduced below., category: Pyrazines

-Chloro-N-phenylpyrazin^-amine. 2,6-Dichloropyrazine (510 mg,3.4 mmol), palladium acetate (75 mg, 0.33 mmol), 4,5-bis(diphenylphosphino)-9,9- dimethylxanthene (405 mg, 0.7 mmol), potassium carbonate (4.6 g, 33.3 mmol), and aniline (0.3 mL, 3.3 mmol) were suspended in anhydrous dioxane (23 mL). The resulting mixture was degassed with nitrogen for 5 minutes and stirred at 9O0C for one hour. The reaction was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (3 x 50 mL), and the organic layers were combined and dried over magnesium sulfate. After filtration, the solvent was removed in vacuo. The residue was purified by silica gel chromatography (0-60% ethyl acetate in hexanes) to give the title compound as a white solid (88 mg, 0.43 mmol, 13% yield); 1H NMR (DMSO-^6) delta 9.86 (s, IH), 8.17 (s, IH), 7.98 (s, IH), 7.63 (d, J= 10.0 Hz, 2H), 7.35 (t, J= 7.2 Hz, 2H), 7.03 (t, J= 6.8 Hz, IH); MS (ESI) MS (ESI) m/z 206.0 [M+ 1]+.

The synthetic route of 4774-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 4774-14-5, name is 2,6-Dichloropyrazine, 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 4774-14-5, category: Pyrazines

General procedure: To the solution of a corresponding amine (1.8 mmol) in DMF (5 mL) was added K2CO3 (2.0 mmol). The reaction mixture was stirred at room temperature for 30 min. After the addition of 2,6-dichloropyrazine (1.3 mmol) the reaction mixture was further stirred at room temperature for 15 h. After removal of solvent under reduced pressure, the precipitates formed by a treatment of residue with DCM:methanol (95:5) mixture was filtered off. Het-Cl was obtained by the removal of solvent in vaccuo and used for next reaction without further purification.

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, 2,6-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; More, Kunal N.; Hong, Victor S.; Lee, Ahyeon; Park, Jongsung; Kim, Shin; Lee, Jinho; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2513 – 2517;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 4774-14-5, name is 2,6-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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: C4H2Cl2N2

STAGE 1: 2,6-Diiodopyrazine is prepared from 2,6-dichloropyrazine by the method of Example 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4774-14-5, its application will become more common.

Reference:
Patent; Imperial Chemical Industries, PLC; US4975112; (1990); A;,
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. 4774-14-5, name is 2,6-Dichloropyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 2,6-Dichloropyrazine

EXAMPLE 5 2-amino-6-chloropyrazine 120 ml of water, 20.8 ml (0.31 mol, 4.6 eq) of an aqueous 28% ammonia solution and 10 g (0.067 mol, 1 eq) of 2,6-dichloropyrazine were successively added to an autoclave reactor. The autoclave was sealed and the mixture heated at 140 C. for 3 h, then left at room temperature for 60 h. The mixture was filtered, the precipitate washed with water, then vacuum dried. The reaction produced 5.4 g of a fine powder (yield: 63%). 1H NMR (CDCl3) delta (ppm): 7.88 (s, 1H, CH); 7.84 (s, 1H, CH); 4.68 (m, 2H, NH2). HPLC: t=1.07 min MS: 130 (MH+) HPLC purity: 100%

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; Maillet, Magali; Saniere, Laurent; Nicolai, Eric; Potin, Dominique; Langlois, Michel; US2005/267126; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 4774-14-5, These common heterocyclic compound, 4774-14-5, name is 2,6-Dichloropyrazine, 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.

Step 1 To a solution of tert-butyl azetidin-3-ylcarbamate hydrochloride (LXIV) (2 g, 9.58 mmol) in dry DMF (19.2 mL) was added DIPEA (8.37 ml, 47.9 mmol). To this mixture was added 2,6-dichloropyrazine (LXV) (1.428 g, 9.58 mmol) and the reaction was stirred at 95 C. for 3 hours. The reaction was quenched with water (20 mL) and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (40 g) (100% hexanes?hexanes:EtOAc 1:1) to yield tert-butyl (1-(6-chloropyrazin-2-yl)azetidin-3-yl)carbamate (LXVI) (2.2882 g, 8.04 mmol, 83.9% yield) as a white solid. ESIMS found for C12H17ClN4O2 m/z 285.1 (M+H).

The synthetic route of 4774-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); 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. 4774-14-5, name is 2,6-Dichloropyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C4H2Cl2N2

To a solution of fert-butyl azetidin-3-ylcarbamate hydrochloride (LXXX) (2 g, 9.58 mmol) in dry DMF (19.2 mL) was added DIPEA (8.37 ml, 47.9 mmol). To this mixture was added 2,6-dichloropyrazine (LXXXI) (1.428 g, 9.58 mmol) and the reaction was stirred at 95C for 3 h. The reaction was quenched with water (20 mL) and extracted with EtOAc. The organic layer was dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by silica gel column chromatography (40 g) (100% hexanes?hexanes:EtOAc 1 : 1) to yield fert-butyl (l-(6-chloropyrazin-2-yl)azetidin-3-yl)carbamate (LXXXII) (2.2882 g, 8.04 mmol, 84 % yield) as a white solid. ESIMS found for C12H17CIN4O2 mlz 285.1 (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; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (280 pag.)WO2017/23986; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 4774-14-5, These common heterocyclic compound, 4774-14-5, name is 2,6-Dichloropyrazine, 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: To the N,N-dimethylformamide (DMF) (4 mL) solution of N,N-dimethylethylenediamine (95 mL, 0.87 mmol) was added K2CO3 (0.19 g, 1.3 mmol). After the reaction mixture was stirred at room temperature (RT) for 30 min, 2,6-dichloropyrazine (0.10 g, 0.67 mmol) was added and the resulting reaction mixture was further stirred at RT for 12 h. After removal of solvent in vacuo, the residue was treated with dichoromethane. Insoluble impurities were removed by filtration. Removal of solvent in vacuo gave the product 0.095 g in 71 % yield;

The synthetic route of 4774-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lee, Jinho; Park, Jongseong; Hong, Victor Sukbong; Chemical and Pharmaceutical Bulletin; vol. 62; 9; (2014); p. 906 – 914;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 4774-14-5,Some common heterocyclic compound, 4774-14-5, name is 2,6-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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 11 3, 5-DICHLORO-2-METHYLPYRAZINE To a solution of n-butyllithium (3.8 mL, 2.5M in hexane, 9.4 mmol) in THF (40mL) cooled to – 30 C under nitrogen was added 2,2, 6,6-tetramethylpiperidine (1.7 mL, 10.1 mmol). This solution was allowed to warm to 0 C over 20 min. and was then cooled TO-70C. A solution of 2,6-dichloropyrazine (1 g, 6.7 mmol) in THF (40 mL) was added dropwise and the resulting brown solution stirred at-70C for 30 min. LODOMETHANE (4.1 mL, 67 mmol) was then added and the solution stirred at-70C for a further 45 min after which time a mixture of ethanol (5 mL), THF (5 mL) and 1N HCl (1 mL) was added. The solution was allowed to warm to room temperature and was concentrated under reduced pressure. The residue was dissolved in H20 (50 mL) and the product extracted into dichloromethane (3 x 30 mL). The combined organic layers were washed with H2O (50 mL) and brine (50 mL) and dried (NA2SO4). The organic layer was concentrated in vacuo and the residue purified by column chromatography eluting with dichloromethane-hexane (1: 1) to separate the product as a clear motile oil (820 mg). ‘H-n. m. r. (CDC13) 82.65 (s, 3H, CH3), 8.41 (s, 1H, pyraz.-H).

The synthetic route of 4774-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYTOPIA PTY LTD; WO2004/52868; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4774-14-5, 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. 4774-14-5, name is 2,6-Dichloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

-Chloro-N-phenylpyrazin^-amine. 2,6-Dichloropyrazine (510 mg,3.4 mmol), palladium acetate (75 mg, 0.33 mmol), 4,5-bis(diphenylphosphino)-9,9- dimethylxanthene (405 mg, 0.7 mmol), potassium carbonate (4.6 g, 33.3 mmol), and aniline (0.3 mL, 3.3 mmol) were suspended in anhydrous dioxane (23 mL). The resulting mixture was degassed with nitrogen for 5 minutes and stirred at 9O0C for one hour. The reaction was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (3 x 50 mL), and the organic layers were combined and dried over magnesium sulfate. After filtration, the solvent was removed in vacuo. The residue was purified by silica gel chromatography (0-60% ethyl acetate in hexanes) to give the title compound as a white solid (88 mg, 0.43 mmol, 13% yield); 1H NMR (DMSO-^6) delta 9.86 (s, IH), 8.17 (s, IH), 7.98 (s, IH), 7.63 (d, J= 10.0 Hz, 2H), 7.35 (t, J= 7.2 Hz, 2H), 7.03 (t, J= 6.8 Hz, IH); MS (ESI) MS (ESI) m/z 206.0 [M+ 1]+.

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, 2,6-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem