Some scientific research about 6-Bromoimidazo[1,2-a]pyrazine

The synthetic route of 912773-24-1 has been constantly updated, and we look forward to future research findings.

Reference of 912773-24-1,Some common heterocyclic compound, 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, molecular formula is C6H4BrN3, 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 20 mL Biotage microwave vial loaded with 6-bromoimidazo[1,2-a]pyrazine (120 mg, 0.606 mmol), pyridin-4-ylboronic acid (82 mg, 0.667 mmol), Pd(PPh3)4 (63 mg, 0.055 mmol), and NaHCO3 (204 mg, 2.424 mmol), was capped, purged with argon, then injected with degassed dioxane: H2O (3.73 mL: 0.93 mL, 4:1 v/v), and heated to 140 for 40 min in a Biotage Microwave Reactor. The reaction was cooled, diluted with DCM, filtered through celite, concentrated, dryloaded onto silica gel and purified on a 12 g silica gel column (DCM/MeOH, 0-8%), affording 6-(pyridin-4-yl)imidazo[1,2-a]pyrazine 66 as a white solid (85 mg, 0.433 mmol, 72% yield, 8% MeOH). 1H NMR (DMSO) delta: 9.45 (d, J=1.5 Hz, 1H), 9.21 (dd, J=1.5, 0.7 Hz, 1H), 8.70 (d, J=6.2 Hz, 2H), 8.18 (s, 1H), 8.01 (d, J=6.2 Hz, 2H), 7.91 (d, J=1.1 Hz, 1H). 13C NMR (DMSO) delta: 150.78, 144.04, 143.05, 140.21, 136.70, 135.33, 120.33, 119.05, 116.10.

The synthetic route of 912773-24-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arizona Board of Regents on Behalf of the University of Arizona; Hulme, Christopher; Foley, Christopher; (166 pag.)US2020/39989; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Share a compound : 912773-24-1

According to the analysis of related databases, 912773-24-1, the application of this compound in the production field has become more and more popular.

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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H4BrN3

General procedure: [0204] A suspension of 6-bromoimidazo[1,2-a]pyrazine 16* (13 mmol), a boronic acid (14 mmol) and potassium carbonate(42 mmol) in dioxane (40 mL) plus water (5 mL) was stirred under nitrogen for 10 minutes. (dppf)PdCl2 (1.3mmol) was added and the resulting suspension was stirred at 90 C for 2.5 hours. The reaction mixture was evaporatedunder reduced pressure and the residue was partitioned between dichloromethane and water, the organic phase wasseparated and evaporated under reduced pressure. The crude product was purified by flash chromatography to givethe intermediate 19.

According to the analysis of related databases, 912773-24-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; EP2818471; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Research on new synthetic routes about 912773-24-1

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 912773-24-1.

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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H4BrN3

Example 17-8 Synthesis of 6-bromo-3-iodo-imidazo[1,2-a]pyrazine 6-Bromoimidazo[1,2-a]pyrazine 16* (1.98 g, 0.01 M) was added to N-iodosuccinimide (2.46 g, 0.011 M) in acetonitrile (50 ml). The resulting mixture was heated at reflux overnight. The solvent was evaporated in vacuo and the residue was treated with sodium carbonate solution and extracted with ethyl acetate (3 x 200 ml). The combined extracts were dried over magnesium sulphate and evaporated in vacuo to give a pale brown solid. The solid was washed with ethyl acetate (10 ml) to give 2.23 g of the desired product. 1H-NMR (400 MHz, CDCl3): delta = 7.88 (1 H, s, ArH), 8.25 (1 H, s, ArH), 8.81 (1 H, s, ArH).

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 912773-24-1.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; EP2818471; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem