Category: 873-42-7

Related Products of 873-42-7,Some common heterocyclic compound, 873-42-7, name is 2-Amino-3,5-dichloropyrazine, molecular formula is C4H3Cl2N3, 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 the solution of 229 (100 mg, 0.39 mmol) in dried THF (10mL) was added t-BuOK (44 mg, 0.39 mmol) . The mixture was stirred at room temperature for 10min, then was added 2-nitro-3-fluoro-5-chloropyridine (69 mg, 0.39 mmol) and continued to stirred at room temperature for 1h. The reaction was quenched with silica gel (1g) , and purified by column chromatography to give the desired product (153 mg, 95%) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-3,5-dichloropyrazine, its application will become more common.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); 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. 873-42-7, name is 2-Amino-3,5-dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 873-42-7

In a flask, under an inert atmosphere of argon, was added 3,5-dichloropyrazin-2-amine (7.0 g, 42.7 mmol), bis(triphenylphosphine)palladium(II) dichloride (3.0 g, 4.27 mmol) and THF (240 mL). The resulting mixture was allowed to stir for 1 h at RT. The intermediate from Step A (30 mL, 64 mmol) was added and the resulting solution was warmed at 35oC for 2 days. The reaction was then quenched by the addition of brine. The resulting solution was extracted with EtOAc (3X) and the organic layers combined, washed with brine, dried over anhydr. Na2SO4, and filtered. The residue was purified by silica gel chromatography with EtOAc:petroleum ether (5-20%) to afford the title compound.

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 873-42-7.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BERGER, Raphaelle; DONG, Guizhen; RAGHAVAN, Subharekha; YANG, Zhiqiang; (179 pag.)WO2017/200857; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 873-42-7, name is 2-Amino-3,5-dichloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: 2-Amino-3,5-dichloropyrazine

STEP4 Preparation of 6,8-dichloro-3-((3aR,4S,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)imidazo[1,2-a]pyrazine COCl2 (2.13 ml, 4.27 mmol) was added dropwise over 15 min to a solution of dimethylsulfoxide (0.39 g, 4.98 mmol) in DCM (30 mL) cooled with a dry ice-acetone bath. To this solution was added a solution of (S)-2-chloro-2-((3aR,4R,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)ethanol (0.85 g, 3.56 mmol) over 5 min. The mixture was further stirred at -78 C. for 45 min. TEA (0.26 ml, 1.89 mmol) was added to the solution, stirred at -40 C. for 30 min and allowed to warm up to room temperature. The organic phase was washed with sat. NH4Cl solution and brine, dried over Na2SO4 and filtered. After removal of the solvent, the resulting residue (760 mg) was dissolved in CH3CN. To this solution was added 3,5-dichloropyrazin-2-amine (584 mg, 3.56 mmol), stirred at 85 C. for 16 h and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hexanes:EtOAc:DCM=2:1:1) to give 6,8-dichloro-3-((3aR,4S,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)imidazo[1,2-a]pyrazine (36 mg, 3%) as a white sticky oil. 1H-NMR (CDCl3, 400 MHz): delta 8.08 (s, 1H), 7.65 (s, 1H), 5.13-5.05 (m, 2H), 4.54 (d, 1H, J=2.4 Hz), 3.13-3.01 (m, 2H), 1.61 (s, 3H), 1.39 (s, 3H).

The synthetic route of 873-42-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANDOK INC.; Lee, Jin-Hwa; Kim, Seung-Yong; Kim, Do-Ran; Ahn, Koo-Hyeon; Lee, Gwi-Bin; Kim, Doo-Seop; Hwang, Hyun-Sook; (74 pag.)US2017/204101; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 873-42-7, name is 2-Amino-3,5-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 873-42-7, name: 2-Amino-3,5-dichloropyrazine

Benzyl alcohol (7.60 mL, 73.2 mmol) was added slowly to a stirred suspension of sodium hydride (60% dispersed in mineral oil) (2.95 g, 73.2 mmol) in dry THF (122 mL). The mixture was stirred at rt for 10 min, after which 10 (7.30 g, 44.5 mmol) was added and the mixture was heated at reflux for 24 h. The cooled solution was concentrated, and ethyl acetate (500 mL) and water (200 mL) were added to the resulting gum. The mixture was filtered through Celite. The organic layer was separated, washed with brine (2*100 mL), dried, filtered and concentrated. Flash column chromatography on silica, eluting with 1:1 ethyl acetate/hexanes, gave a solid, which was recrystallised from water (200 mL) to give 11 (6.00 g, 57%) as an orange solid. Mp 285-287 C (from water); Rf (50% EtOAc/hexanes) 0.41; numax (thin film/cm-1) 3409 (NH2), 3019 (Ar CH), 929 (C-O); (found: C, 56.19; H, 4.26; N, 17.65; C11H10N3OCl requires C, 56.06; H, 4.28; N, 17.83%); deltaH (500 MHz; CDCl3) 4.77 (2H, br s, NH2), 5.32 (2H, s, OCH2), 7.30-7.39 (5H, m, Ph), 7.51 (1H, s, 6-H); deltaC (125 MHz; CDCl3) 69.0, 128.5, 128.6, 128.6, 131.7, 131.9, 135.7, 143.8, 146.7; LC-MS (15 min) m/z 236 (MH+) HPLC tR 7.49 min; purity 99% HRMS (found: MH+ m/z 236.0585; requires 236.0585).

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-Amino-3,5-dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728,16;; ; Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 873-42-7, name is 2-Amino-3,5-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 873-42-7, Product Details of 873-42-7

General procedure: To the mixture of o-aminohalopyrazine (0.8 mmol) 1 in solvent was added NaOH (2.8 mmol, 3.5 eq), and stirred at T’ for 20 min. Isothiocyanate (0.92 mmol, 1.15 eq) 2 was added to the solution dropwise and heated at T”. The progress of the reaction was monitored by TLC. When all the starting material had been consumed, the mixture was allowed to room temperature. The product was isolated by the method described in Table 1.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Kwak, Se Hun; Lee, Gee-Hyung; Gong, Young-Dae; Bulletin of the Korean Chemical Society; vol. 33; 12; (2012); p. 4271 – 4274;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

A common heterocyclic compound, 873-42-7, name is 2-Amino-3,5-dichloropyrazine, molecular formula is C4H3Cl2N3, 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. 873-42-7.

Into a flask, under an inert atmosphere of nitrogen, was placed 1,1,1,2,2-pentafluoro-4-iodobutane (21.7 g, 79 mmol), zinc metal (8.4 g, 128 mmol) and DMA (60 mL). This was followed by the dropwise addition of a solution of iodine (0.77 g, 3.05 mmol) in DMA (4 mL). The resulting mixture was stirred for 3 h at 80C. The reaction was cooled and directly used in the next step. In a flask, under an inert atmosphere of argon, was added 3,5-dichloropyrazin-2-amine (10.0 g, 61.0 mmol) and Pd(PPh3)2Cl2 (4.3 g, 6.1 mmol). The resulting mixture was allowed to stir for 1 h at RT. The intermediate from Step A (65 mL, 79 mmol) was added and the resulting solution was warmed at 45C for 3 h. The reaction was then quenched by the addition of sat. aq. NH4Cl. The resulting solution was extracted with EtOAc (3X), and the organic layers combined, washed with brine, dried over anhydr. Na2SO4, and filtered. The filtrate was conc. in vacuo to dryness. The residue was purified RP-HPLC with acetonitrile:water (0.2% TFA) to afford the title compound.

The synthetic route of 2-Amino-3,5-dichloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BERGER, Raphaelle; DONG, Guizhen; RAGHAVAN, Subharekha; YANG, Zhiqiang; (179 pag.)WO2017/200857; (2017); A1;,
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 873-42-7 as follows. 873-42-7

To a stirred solution of 3,5-dichloropyrazin-2-amine X-10a (0.80 g, 4.15 mmol) in MeOH (20 mL) was added NaOMe (0.90 g, 16.6 mmol) at room temperature. The reaction mixture was heated at 70 C for 16h. Progress of reaction was monitored by TLC. After completion, the reaction mixture was concentrated under vacuum. The residue was diluted with H20 (15 mL) and extracted with EtOAc (3 c 25 mL). The organic layer was separated, dried over anhydrous Na2S04 and concentrated under vacuum. The crude obtained was purified by combi flash chromatography (20% EtOAc in hexane) to afford 5- chloro-3-methoxypyrazin-2-amine X-10 (0.53 g) as an off-white solid. (0854) Yield: 69%. (0855) 1H NMR (400 MHz, DMSO-cfe) d 3.89 (s, 3H), 6.52 (brs, 2H), 7.53 (s, 1 H).

According to the analysis of related databases, 873-42-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB PHARMA GMBH; PEGURIER, Cecile; PROVINS, Laurent; CARDENAS, Alvaro; LEDECQ, Marie; MUELLER, Christa E.; HOCKEMEYER, Joerg; EL-TAYEB, Ali; BOSHTA, Nader; RASHED, Mahmoud; (165 pag.)WO2019/243303; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

873-42-7, 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. 873-42-7, name is 2-Amino-3,5-dichloropyrazine, A new synthetic method of this compound is introduced below.

Similar procedure to step 3 of the example 18 was followed to arrive at compound 255 with LC-MS [M+H] -m/z 388.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem