Category: 4858-85-9

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. 4858-85-9, name is 2,3-Dichloropyrazine, A new synthetic method of this compound is introduced below., Formula: C4H2Cl2N2

To a solution of 2,3-dichloro-pyrazine (10 g) (commercially available) and N,N- dimethylformamide (“DMF”) (80 ml) was added diethylmalonate (26.87 g) and potassium carbonate (23.19 g). The reaction mixture was heated to 1 10C for 8 hours. The reaction mixture was cooled to ambient temperature, filtered and the filtrate concentrated. The residue was purified by chromatography on silica gel (eluent 5-95% ethyl acetate in isohexane) to give 2-(3-Chloro-pyrazin-2-yl)-malonic acid diethyl ester (12.93 g). 1 H- NMR (400MHz, CDCI3): 8.50 (s, 1 H), 8.40 (s, 1 H), 5.20 (s, 1 H), 4.30 (q, 4H), 1.30 (t, 6H) ppm.

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; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; AVERY, Alaric; DE MESMAEKER, Alain; MULHOLLAND, Nicholas; WILLETTS, Nigel; WORTHINGTON, Paul; WO2012/62531; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4858-85-9, A common heterocyclic compound, 4858-85-9, name is 2,3-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.

2,3-dichloro-pyrazine (25 g) was dissolved in ethanol (500 mL),Hydrazine monohydrate (16.7 mL) was added, And the mixture was stirred under reflux for 1 hour and a half. Water was added to the reaction solution, and the precipitated solid was dried under reduced pressure after filtering off the resulting solid to give the title compound as white crystals by recrystallization from ethanol (18.12g, 74%).

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; TAIHO PHARMACEUTICAL COMPANY LIMITED; MINAMIGUCHI, KAZUHISA; OKAJIMA, SHIGEO; AOKI, SHINICHI; ASAI, MASANORI; ASAI, TAKAHIRO; YAMANAKA, HIROYOSHI; DOHI, SUGURU; (149 pag.)JP5851663; (2016); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 4858-85-9, name is 2,3-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. Product Details of 4858-85-9

Step 1: 2-Chloro-3-(2-phenoxyethylamino)pyrazine. A mixture of 2-phenoxyethylamine (2.65 g, 19.3 mmol), 2,3-dichloropyrazine (2.88 g, 19.3 mmol) and K2CO3 (2.67 g, 19.3 mmol) in acetonitrile (8 mL) was stirred in a sealed tube for 12 h at room temperature, and for a further 9.5 h at 80 C. The reaction mixture was diluted with ether, filtered, and concentrated. The residue was purified by chromatography on silica gel using n-hexane/EtOAc (7:3) as eluent to give 2.36 g (49%) of the title compound as a yellowish oil that solidified on standing: mp 51-53 C.; HRMS m/z calcd for C12H12ClN30 (M)+249.0669, found 249.0659. Anal. (Cl2H12ClN30) C, H, N.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4858-85-9, its application will become more common.

Reference:
Patent; Biovitrum AB; US6465467; (2002); B1;,
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. 4858-85-9, name is 2,3-Dichloropyrazine, A new synthetic method of this compound is introduced below., Product Details of 4858-85-9

[00295] Step A: 4-(3-Chloropyrazin-2-yl)-l-naphthonitrileA mixture of 2,3-dichloropyrazine (2.98g, 2mmol), 4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-l-naphthonitrile (0.558mmol, 2mmol) palladium tetrakis triphenylphoshine (0.069g, 0.06mmol) and aqueous sodium carbonate solution (2M, 3mL, 6mmol) in dioxane (7mL) was heated to 80C for 12 hours. The reaction mixture cooled to room temperature, washed with water, extracted with ethyl acetate and purified by chromatography to yield 4-(3-chloropyrazin-2-yl)-l-naphthonitrile (0.36g, 68%).

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; ARDEA BIOSCIENCES, INC.; OUK, Samedy; VERNIER, Jean-michel; GUNIC, Esmir; CHEN, Chixu; WO2011/159839; (2011); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 4858-85-9, name is 2,3-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. 4858-85-9

To a 1.0 M solution of LiHMDS in toluene (14.8 mL, 14.8 mmol) under nitrogen at 0 C was added 2,3-dichloropyrazine (0.699 mL, 6.71 mmol) and ethyl acetate (0.725 mL, 7.38 mmol). The mixture was stirred overnight for 18 hours, allowing the ice bath to warm to room temperature. The mixture was poured into saturated ammonium chloride (100 mL), and extracted with diethyl ether (3×100 mL). The combined ether extracts were washed with brine, dried (sodium sulphate) and evaporated. The residue was chromatographed (40 g silica cartridge, 0-25% ethyl acetate/petroleum benzine 40-60 C) to give the title compound (199) (0.414 g, 31 % yield) as a pale yellow oil; 1 H NMR (400 MHz, CDCI3) delta 8.46 (d, J = 2.5 Hz, 1 H), 8.31 (d, J = 2.5 Hz, 1 H), 4.22 (q, J = 7.1 Hz, 2H), 4.03 (s, 2H), 1.27 (t, J = 7.1 Hz, 3H). LCMS Method C: rt 5.16 min.

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 4858-85-9.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 4858-85-9, name is 2,3-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 4858-85-9, category: Pyrazines

A mixture 2,3-dichloro-pyrazine (5.0 g, 34 mmol), 1-isopropylpiperazine (6.5 g, 51 mmol) and potassium carbonate (7.0 g, 51 mmol) in acetonitrile (100 mL) was stirred at ambient temperature for 2 h. Addition of hexane, followed by filtration and concentration of the filtrate gave 9.5 g of crude material as an orange liquid. Purification by filtration through silica using heptane/EtOAc (3: 1), followed by EtOAc/acetone (1: 1), provided 6.5 g (79%) of the title compound as a yellow oil which solidified upon cooling. HPLC purity: 98%. MS m/z 241 (M+H) +. HRMS m/z calcd for C11H17ClN4 (M) + 240.1142, found 240.1138.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dichloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; BIOVITRUM AB; WO2004/9586; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4858-85-9, The chemical industry reduces the impact on the environment during synthesis 4858-85-9, name is 2,3-Dichloropyrazine, I believe this compound will play a more active role in future production and life.

1H-indole-6-carboxylic acid, 3-cyclohexyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester (383 mg, 1.0 mmol), 2,3-dichloropyrazine (298 mg, 2.0 mmol) and LiCl (84 mg, 2.0 mmol) were dissolved in a mixture of ethanol (4 mL) and toluene (4 mL). An aqueous Na2CO3 solution (1M, 2.5 mL, 2.5 mmol) was added and the mixture was degassed with nitrogen for 20 min. Pd(PPh3)4 (11.5 mg, 0.1 mmol) was added and the mixture was stirred at 60 C. under N2 for 20 h. EtOAc (10 mL) was added, followed by 25 mL of water. The organic layer was separated, dried (Na2SO4), filtered and evaporated under reduced pressure to give a residue. This material was fractionated using flash chromatography on silica gel (CH2Cl2-EtOAc 10:1) to afford 160 mg (43%) of the title compound as a foam. 1H NMR (500 MHz, CDCl3) delta 1.20-2.00 (m, 10H), 2.88 (m, 1H), 3.94 (s, 3H), 7.79 (dd, 1H, J=1.5, 8.5), 7.91 (d, 1H, J=8.5), 8.14 (d, 1H, J=-1.5), 8.41 (d, 1H, J=2.5), 8.60 (br s, 1H, NH), 8.63 (d, 1H, J=2.5).

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

Reference:
Patent; Hudyma, Thomas W.; Zheng, Xiaofan; He, Feng; Ding, Min; Bergstrom, Carl P.; Hewawasam, Piyasena; Martin, Scott W.; Gentles, Robert G.; US2006/46983; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 4858-85-9, name is 2,3-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 4858-85-9, Recommanded Product: 4858-85-9

A. Preparation of the intermediate compoundsA1. Preparation of intermediate compound 3 a) Preparation of intermediate compound 12,3-Dichloropyrazine (10 g, 62.12 mmol) and 1-(phenylmethyl)-4-piperidin- amine (13.73 ml_, 67.12 mmol) were dissolved in DMF (60 ml). Then Na2CO3 (10.09 g, 114.10 mmoi) was added. The reaction was stirred at 130 0C for 16 hours. The solid was filtered off, washed with AcOEt and the solvent was evaporated till dryness. The product was dissolved in AcOEt, washed with H2O and brine, dried with MgSO4 and evaporated under vacuum. The product was used without any further purification yielding 15 g of the desired intermediate compound 1 (74 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dichloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/71639; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4858-85-9, 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. 4858-85-9, name is 2,3-Dichloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

2,3-Dichloropyrazine (5.00 g, 33.56 mmol, 1.00 eq) was mixed with ammonia (68.27 g, 1.95 mol, 58.04 eq). The mixture was stirred at 85 C for 12 hours, concentrated under reduced pressure. The residue was purified by silica gel chromatography (column height: 250 mm, diameter: 100 mm, 100 to 200 mesh silica gel, petroleum ether / ethyl acetate = 50/1, 20/1) to deliver 3-chloropyrazine-2-amine (700.00 mg, 5.40 mmol, 16.09% yield) as a white solid.

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

Reference:
Patent; Medshine Discovery Inc.; LUO, Wei; DING, Charles Z.; HUANG, Zhigang; CHEN, Shuhui; (162 pag.)EP3252059; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4858-85-9,Some common heterocyclic compound, 4858-85-9, name is 2,3-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.

A. Preparation of the intermediate compounds; A1. Preparation of intermediate compound 1; 2,3-Dichloropyrazine (10 g, 62.12 mmol) and 1-(phenylmethyl)-4-piperidinamine (13.73 mL, 67.12 mmol) were dissolved in DMF (60 ml). Then Na2CO3 (10.09 g, 1 14.10 mmol) was added. The reaction was stirred at 130 0C for 16 hours. The solid was filtered off, washed with AcOEt and the solvent was evaporated till dryness. The product was dissolved in AcOEt, washed with H2O and brine, dried with MgSO4 and evaporated under vacuum yielding 15 g of the desired intermediate compound 1 (74 %).The product was used without any further purification.

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

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/122173; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem