Category: 4774-14-5

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. 4774-14-5, name is 2,6-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H2Cl2N2

General procedure: To a solution of N,N-dimethylethylenediamine (0.192 mL, 1.75 mmol) in DMF (5mL) was added K2CO3 (0.278 g, 2.01 mmol). After stirring for 30 min at RT, 2,6-dichloropyrazine (0.200 g, 1.34 mmol) was added to the reaction mixture. After stirring overnight at RT, solvent was removed under reduced pressure.

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:
Article; More, Kunal N.; Jang, Hyo Weon; Hong, Victor S.; Lee, Jinho; Bioorganic and Medicinal Chemistry Letters; vol. 24; 11; (2014); p. 2424 – 2428;,
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, SDS of cas: 4774-14-5

In a 250 mL flame dried RBF equipped with a temperature probe was added nBuLi (2.46 M, 2.2 mL, 5.39 mmol) and THF (49 mL) under nitrogen. The solution was cooled at -20 oC and 2,2,6,6-tetramethylpiperidine (0.95 mL, 5.64 mmol) was added dropwise. The solution was stirred at 0 oC for 30 min. before cooling at -105 oC with a nitrogen/Et2O bath. A – 78 C solution of 2,6-dichloropyrazine (730 mg, 4.90 mmol) in THF (16 mL) was then cannulated over 10 min. to the -105 C LiTMP solution. The mixture was allowed to stir an additional 30 min. at -100/-105 C and a -78 C solution of 2-chlorobenzaldehyde (0.83 mL, 7.35 mmol) in THF (7 mL) was added. The resulting solution was allowed to stir at -95 C for an additional 1h15. An aqueous saturated solution of NH4Cl (10 mL) was then added and the mixture was allowed to warm at room temperature. Water (200 mL) was added and the mixture was extracted with Et2O (3 x 50 mL). Combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtrated and the volatiles were removed under reduced pressure. The resulting residue was purified by silica gel chromatography (5 to 18% gradient of EtOAc/hexanes) to give (2-chlorophenyl)(3,5-dichloropyrazin-2-yl)methanol (1.10 g, 78% yield) as a yellow oil.1H NMR (500 MHz, CDCl3) delta ppm 8.56- 8.56 (m, 1H), 7.41 (dd, J = 7.7, 1.5 Hz, 1H), 7.27 (td, J = 7.4, 1.8 Hz, 1H), 7.23 (td, J = 7.5, 1.4 Hz, 1H), 7.12 (dd, J = 7.6, 1.8 Hz, 1H), 6.47 (d, J = 7.2 Hz, 1H), 4.07 (d, J = 7.2 Hz, 1H). MS (ES+) m/z 271/273/275 (MH-H2O)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dichloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; ALBRECHT, Brian K.; GIORDANETTO, Fabrizio; GREISMAN, Jack, Benjamin; MARAGAKIS, Paul; TAYLOR, Alexander M.; WALTERS, W. Patrick; (117 pag.)WO2018/57884; (2018); A1;,
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.

j0662j To a solution of tert-butyl azetidin-3-ylcarbamate hydrochloride (LXII) (2 g, 9.58 mmol) in dry DMF (19.2 mL) was added DIPEA (8.37 ml, 47.9 mmol). To this mixture wasadded 2,6-dichloropyrazine (LXIII) (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 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 (LXIV) (2.2882 g, 8.04 mmol, 84 % yield) as a white solid. ESIMS found for C12H17C1N402 mlz 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; MARAKOVITS, Joseph Timothy; BOLLU, Venkataiah; HOOD, John; (300 pag.)WO2017/23972; (2017); 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., SDS of cas: 4774-14-5

Aniline (265.7 mg, 2.85 mmol) and 2,6-dichloropyrazine (427.2 mg, 2.87 mmol) were dissolve in n-butanol (2.0 mL), and 4.0 M hydrochloric acid in 1,4-dioxane (2 mL) was added. The mixture was heated to 120 C for 96 h, poured in water (30 mL), extracted with ethyl acetate (30 mL), the organic layer was washed with saturated aqueous sodium bicarbonate solution (30 mL) and brine (25 mL), concentrated and purified by chromatography (30 g silica gel, 0.5-1.0% ethyl acetate-dichloromethane) to afford 6-chloro-N-phenylpyrazin-2-amine (225.9 mg, 38% yield) as a dark yellow semi-solid; 1H NMR (400 MHz, CDCl3): delta 8.10 (s, 1H), 7.97 (s, 1H), 7.40-7.35 (m, 4H), 7.17-7.12 (m, 1H), 6.74 (s, 1H); Calcd mass for C10H8ClN4: 205.04; LRMS (ESI) m/z [M+H]+ = 206.20.

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:
Article; Kashyap, Sudhir; Sandler, Joel; Peters, Ulf; Martinez, Eduardo J.; Kapoor, Tarun M.; Bioorganic and Medicinal Chemistry; vol. 22; 7; (2014); p. 2253 – 2260;,
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. name: 2,6-Dichloropyrazine

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;

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:
Article; Lee, Jinho; Park, Jongseong; Hong, Victor Sukbong; Chemical and Pharmaceutical Bulletin; vol. 62; 9; (2014); p. 906 – 914;,
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., Application In Synthesis of 2,6-Dichloropyrazine

A mixture of 2,6-dichloropyrazine (2.5 g, 16.8 mmol, 1.0 equiv),/?- ? toluenesulfonic acid (6.4 g, 33.6 mmol, 2.0 equiv), sodium iodide (20.0 g, 133.3 mmol, 8.0 equiv), 15-crown-5 (2.0 mL) and sulfolane (40 mL) was heated at 150 0C and stirred in a sealed tube for 2 hr. After cooling, water (100 mL) was added to the reaction mixture. The mixture was then neutralized with a saturated solution of sodium hydrogencarbonate, and washed with a saturated solution of sodium thiosulfate. The mixture was extracted with diethyl ether (5 x 100 mL). The ether extracts were dried (Na2SO4) and concentrated in vacuo. 2,6-Diiodopyrazine was precipitated with 10 mL of water, filtered, washed with water and pentane to provide a pale yellow powder after lyophilization (2.1 g, 38%). 1H NMR (400 MHz, CDCl3) delta 8.74 (s, 2H); MS (M+H)+ = 332, R1= 1.29 min.

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; NOVARTIS AG; NOVARTIS PHARMA GmbH; XENON PHARMACEUTICALS INC; WO2008/24390; (2008); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 4774-14-5

0662] To a solution of fert-butyl azetidin-3-ylcarbamate hydrochloride (LXII) (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 (LXIII) (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 NaaSO/t, 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 (LXIV) (2.2882 g, 8.04 mmol, 84 % yield) as a white solid. ESIMS found for C12H17CIN4O2 mlz 285.1 (M+H).

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; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; MARAKOVITS, Joseph Timothy; BOLLU, Venkataiah; HOOD, John; (293 pag.)WO2017/23988; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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.

To a solution of diisopropylamine (23.5 mL, 167.7 mmol) in THF (400 mL) at -20 C. was added n-butyllithium (1.6 M solution in hexanes, 104 mL, 166 mmol) dropwise and the reaction mixture was stirred at the same temperature for 30 minutes (min). Then the reaction mixture was cooled to -78 C. and a solution of 2,6-dichloropyrazine (10 g, 67 mmol) in THF (400 mL) was added drop wise over a period of 1.5 hr. The reaction mixture was stirred for additional 1 hr. Then the reaction mixture was poured on to dry ice and allowed to warm to room temperature over a period of 16 hr. The reaction mixture was treated with 1.5 N HCl (200 mL) and extracted with EtOAc. The EtOAc layer was extracted with saturated sodium bicarbonate solution; the aqueous layer was acidified with 1.5 N HCl, extracted with EtOAc, washed with brine and concentrated to obtain the product as pale yellow solid. The solid thus obtained was not purified further and used as such for the next step.Yield: 9 g (69.5%).1H NMR (300 MHz, DMSO-d6): 8.9 (s, 1H)

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

Reference:
Patent; Sudhakar, Anantha; US2011/105497; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem