Category: 944709-42-6

Electric Literature of 944709-42-6, A common heterocyclic compound, 944709-42-6, name is 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, molecular formula is C5H2Br2N4, 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 a solu&et of 6,S-dlbrornci- [l,2,4J So[1,5-&yrathE (0.21 0.72] rtuuol, Ark Pliant) and 5- anth4th-1Herr]-an-Z3hJrE (0.12 g, 0.7?2 numi, Astatecl irue-PrOH (S ruL) was added DEA (0377 niL, 2.16 rtutvl). The nixthrr was heated to reflux for abat 24 k The resu1iir so]u&nwas cooled to it and filtered to give 8-((b-[L24kcc[LJvrath8- yVn&-45thkv&c?-JH-bo(bJ?zn?in-2(3Scv2e (0.15 g, 55percent) as a brtwn solid: ?H NMR (DM5 0-dEl) oe 9.62 (s, 1H), S.69 (s, lH 5S9 (s, 1H), 7.61-7.67 (ii,, 2H), 723(d, frS.4 H; 1H), 2.65 Qt, 1=6.4 H; 2H 2.07-2. 15 (m, 3H 1.23 (rr 1H).

The synthetic route of 944709-42-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FRIEDMAN, Michael M.; COX, Philip; FRANK, Kristine E.; HOEMANN, Michael Z.; OSUMA, Augustine; WILSON, Noel S.; XU, Xiangdong; WO2015/157955; (2015); 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. 944709-42-6, name is 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H2Br2N4

Into a flask under an inert atmosphere of N2, were placed 6,8-dibromoimidazo[1,2-a]pyrazine (4 g, 14.44 mmol), bis(triphenylphosphine)palladium(II) dichloride (1.01 g, 1.444 mmol) and THF (120 mL). The resulting mixture was stirred at RT for 1 h before the zinc reagent solution from Step Awas added dropwise at 0 °C. The resulting mixture was stirred at RT for 16 h then quenched by the addition of sat. aq. NH4C1 (400 mL). The resulting mixture was extracted with EtOAc (3 x 200 mL). The combined organic layer was washed with brine (2 x 500 mL), dried over anhydr. Na2SO4, filtered and the filtrate was concentrated in vacuo to dryness. The residue was purified by column chromatography with EtOAc/petroleum ether (5percent-45percent) to afford thetitle compound.

According to the analysis of related databases, 944709-42-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WHITEHEAD, Alan; ORNOSKI, Olga; RAGHAVAN, Subharekha; BERGER, Raphaelle; GARFUNKLE, Joie; YANG, Zhiqiang; JI, Gang; JIANG, Falong; FU, Jianmin; (132 pag.)WO2017/197555; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 944709-42-6, name is 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, 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 944709-42-6, SDS of cas: 944709-42-6

6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine (8.68 g, 31.2 mmol) was dissolved in DMF (84mL). To this was added (1r,4r)-ethyl 4-(4-amino-1H-pyrazol-1-yl)cyclohexanecarboxylate(7.41 g, 31.2 mmol) and triethylamine (8.70 mL, 62.5 mmol). The reaction mixture was stirredat ambient temperature for 17 h. The reaction mixture was then added to ice water (200 mL) and extracted with EtOAc (200 mL). The organic layer was dried over MgSO4, filtered, andconcentrated to provide the title compound (13.2 g, 97percent). MS m/z: 436, 434 (M+H)+. 1HNMR (400 MHz, DMSO-d6) delta 10.66 (s, 1H), 8.56 (d, J = 6.2 Hz, 2H), 8.10 (s, 1H), 7.80 (s, 1H),4.27±4.13 (m, 1H), 4.08 (q, J = 7.1 Hz, 2H), 2.40 (ddd, J = 12.3, 8.8, 3.4 Hz, 1H), 2.14±1.96 (m,4H), 1.86±1.70 (m, 2H), 1.62±1.47 (m, 2H), 1.20 (t, J = 7.1 Hz, 3H).

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; George, Dawn M.; Huntley, Raymond J.; Cusack, Kevin; Duignan, David B.; Hoemann, Michael; Loud, Jacqueline; Mario, Regina; Melim, Terry; Mullen, Kelly; Somal, Gagandeep; Wang, Lu; Edmunds, Jeremy J.; PLoS ONE; vol. 13; 9; (2018);,
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 944709-42-6 as follows. Recommanded Product: 944709-42-6

Into a flask under an. inert atmosphere of N2, were placed 6,8-dibromo-[1,2,4]triazolo[1,5-a]pyrazine (6.0 g, 21.6mmol) and bis(triphenylphosphine)palladium(II) dichloride (1.5 g, 2.2 mmol). To this was added the zinc reagent from Step A, and the mixture was stirred at RT for 16 h. The mixture was quenched by the addition of sat. aq. NH4C1 (200 mL), and extracted with EtOAc (3 x 100 mL). The combined organic layer was dried over anhydr. Na2SO4, filtered and the filtrate was concentrated in vacuo to dryness. The residue was purified by column chromatography withEtOAc/petroleum ether (1/5) to afford the title compound.

According to the analysis of related databases, 944709-42-6, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 944709-42-6, name is 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, 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 944709-42-6, Recommanded Product: 944709-42-6

Into a flask, under an inert atmosphere of nitrogen, was placed 1,1,1-trifluoro-4-iodobutane (6.7 g, 28 mmol), zinc metal (3.7 g, 56 mmol) and DMA (10 mL). This was followed by the dropwise addition of a solution of iodine (0.33 g, 1.3 mmol) in DMA (0.5 mL). The resulting mixture was stirred for 3 h at 80¡ãC. The reaction was cooled and directly used in the next step. Into a flask, under an inert atmosphere of nitrogen, was placed 6,8-dibromo-[1,2,4]triazolo[1,5-a]pyrazine (6.0 g, 22 mmol), Pd(PPh3)2Cl2 (0.91 g, 1.3 mmol) and THF (80 mL). The resulting mixture was allowed to stir for 1 h at RT. The intermediate from Step A (11 mL, 28 mmol) was added and the resulting solution was stirred for 16 h at RT. The reaction was quenched by the addition of sat. aq. NH4Cl. The resulting solution was extracted with EtOAc (3X) and the organic layers were combined, washed with brine, dried over anhydr. Na2SO4, and filtered. The filtrate was conc. in vacuo to dryness. The residue purified by silica gel chromatography with EtOAc:petroleum ether (0-20percent) to afford the title compound.

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, 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, other downstream synthetic routes, hurry up and to see.

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

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. 944709-42-6, name is 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 944709-42-6

A solution of (2-fluorobenzyl)zinc(II) chloride (18.0 ml, 0.5 M in THF, 9.00 mmol) was added to a mixture of PdCl2(PPh3)2 (0.253 g, 0.360 mmol) and commercially available intermediate Int-7a (2.00 g, 7.20 mmol). The reaction was purged with nitrogen, sealed and heated to 50 C for 1 h. The reaction mixture was cooled to room temperature and directly purified by silica gel chromatography utilizing a gradient of 0-70% ethyl acetate in hexanes to afford intermediate Int-7b (1.49 g, 61%). 1H NMR: (500 MHz, DMSO-d6), d (ppm): 9.46 (s, 1H), 8.74 (s, 1H), 7.39 – 7.42 (m, 1H), 7.30 – 7.34 (m, 1H), 7.14 – 7.21 (m, 2 H), 4.56 (s, 2H). MS ES+ m/z = 307.1 [M]+, 309.0 [M+2]+,

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 944709-42-6.

Reference:
Patent; CYCLERION THERAPEUTICS, INC.; RENNIE, Glen, Robert; RENHOWE, Paul, Allan; NAKAI, Takashi; MERMERIAN, Ara; CUMBERBATCH, Helen; (99 pag.)WO2019/126354; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 944709-42-6, name is 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, 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. Quality Control of 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine

A flask equipped with a mechanical stirrer was charged with 6,8-dibromo-[1,2,4]triazolo[1,5-a]pyrazine (63.9 g, 230 mmol) and DMF (700 mL) followed by(1r,4r)-4-(4-amino-1H-pyrazol-1-yl)cyclohexanol (41.7 g, 230 mmol) and N-ethyl-N-isopropylpropan-2-amine (80 mL, 460 mmol). The reaction mixture was stirred at ambient temperaturefor 16 h. The reaction mixture was diluted with water (1.5 L) and filtered. The collectedsolid was triturated with water to give the title compound (84.0 g, 97percent); MS m/z: 378,380 (M+H)+; 1H NMR (400 MHz, DMSO-d6) delta 10.63 (s, 1H), 8.54 (d, J = 5.6 Hz, 1H), 8.07 (s, 1H),7.76 (s, 1H), 4.61 (d, J = 4.3 Hz, 1H), 4.20¡À4.05 (m, 1H), 3.48 (dq, J = 10.7, 5.6, 5.1 Hz, 1H),2.08¡À1.85 (m, 4H), 1.85¡À1.64 (m, 2H), 1.43¡À1.19 (m, 2H).

The synthetic route of 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Article; George, Dawn M.; Huntley, Raymond J.; Cusack, Kevin; Duignan, David B.; Hoemann, Michael; Loud, Jacqueline; Mario, Regina; Melim, Terry; Mullen, Kelly; Somal, Gagandeep; Wang, Lu; Edmunds, Jeremy J.; PLoS ONE; vol. 13; 9; (2018);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 944709-42-6, 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. 944709-42-6, name is 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

6,8-dibromo-[1,2,4]triazolo[1,5-a]pyrazine (22.1 g, 80 mmol) and 1H-pyrazol-4-aminehydrochloride (10.0 g, 84 mmol) were combined in DMF (398 mL). Triethylamine (33.3 mL, 239mmol) was added and the mixture was heated to 95 ¡ãC for 18 h. The reaction mixture was thencooled to ambient temperature and concentrated under reduced pressure. The residue was suspendedin water (300 mL) and sonicated and filtered. Trituration in ether provided 6-bromo-N-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-amine (19.3 g, 68.9 mmol, 87percent); 1H NMR (400MHz, DMSO-d6) delta 12.67 (s, 1H), 10.65 (s, 1H), 8.54 (s, 1H), 8.10 (s, 1H), 7.82 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Article; George, Dawn M.; Huntley, Raymond J.; Cusack, Kevin; Duignan, David B.; Hoemann, Michael; Loud, Jacqueline; Mario, Regina; Melim, Terry; Mullen, Kelly; Somal, Gagandeep; Wang, Lu; Edmunds, Jeremy J.; PLoS ONE; vol. 13; 9; (2018);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem