Category: 1159811-97-8

Electric Literature of 1159811-97-8, 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. 1159811-97-8, name is 6-Bromo-2-methylimidazo[1,2-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

In a sealed tube, 4-bromo-2-ethoxybenzamide (288 mg, 0.1.18 mmol), 6-bromo-2- methylimidazo[l,2-a]pyrazine (275 mg, 1.30 mmol), copper (I) iodide (22.5 mg, 0.118 mmol, 0.1 eq.), K3PO4 (526 mg, 2.48 mmol, 2.1 eq.) and 1,10-phenantroline (42.5 mg, 0.236 mmol, 0.2 eq.) in dioxane (5 mL) was heated at 120C overnight. The reaction mixture was filtered on celite, concentrated under vacuo, and purification on column chromatography (S1O2, CH2C12 / MeOH 99/1 to 98/2) afforded 159 mg (36%) of the title product as a white solid. MS (m/e): 375.2 (M+H+, Br).

The synthetic route of 6-Bromo-2-methylimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WILLIAMSON, Patrick; (95 pag.)WO2015/197503; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1159811-97-8, 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 1159811-97-8 as follows.

6-Bromo-2-methylimidazo[1,2-a]pyrazine (5 g, 23.58 mmol) and sodium acetate (9.67 g, 117.9 mmol) were dissolved in acetic acid (25 mL) and water (25 mL). Aqueous formaldehyde (37%, 18 mL, 241.77 mmol) was added and the reaction mixture wasstirred at 80C for 1 h, then left to stand at room temperature for 15 h. The reaction mixture was stirred at 80C for a further 4 h, then left to stand room temperature for 15 h. The solid that formed was collected by filtration and washed with water (30 mL). A second batch of solid was obtained from the filtrate and washed with water (30 mL). A third batch of solid was obtained from the filtrate and washed with water (30 mL). Thesolids were combined and dried in vacuo to afford the title compound (4.31 g, 75.5%) as a white solid. H (500 MHz, DMSO-d6) 8.80 (d, J 1.1 Hz, 1H), 8.68 (d, J 1.2 Hz, 1H), 5.29 (t,J5.5 Hz, 1H), 4.81 (d,J5.2 Hz, 2H), 2.43 (s, 3H). LCMS m/z242.

According to the analysis of related databases, 1159811-97-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki Peter; BENTLEY, Jonathan Mark; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; CHOVATIA, Praful Tulshi; DEBOVES, Herve Jean Claude; JOHNSTONE, Craig; JONES, Elizabeth Pearl; KROEPLIEN, Boris; LECOMTE, Fabien Claude; MADDEN, James; MILLER, Craig Adrian; PORTER, John Robert; SELBY, Matthew Duncan; SHAW, Michael Alan; VAIDYA, Darshan Gunvant; YULE, Ian Andrew; WO2015/86506; (2015); 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. 1159811-97-8, name is 6-Bromo-2-methylimidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., name: 6-Bromo-2-methylimidazo[1,2-a]pyrazine

To a well stirred solution of 6-bromo-2-methyl imidazo[1,2-a]pyrazine (3 g, 14.15 mmol) in DMF (15 ml) was added N-lodoosuccinimide (3.82g, 16.98 mmol) and the reaction mixture was allowed to stir at 80C for 12 h under nitrogen. After complete consumption of the SM (Monitored by LCMS) the reaction mixture was diluted with ethyl acetate, washed successively with water and brine, dried over sodium sulphate and evaporated under reduced pressure to get the crude compound, which was purified by column chromatography (100-200 mesh silica gel, eluent; 20% ethyl acetate in hexane) to give the title compound as a yellowish solid [1.5 g, 31% (After two steps)]. LCMS rt 2.89 min MH* 338.1H NMR (400 MHz, DMSO-de) delta 8.74 (s, 1H), 8.49 (s, 1H), 2.44 (s, 3 H).

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; SALVENSIS; GARDNER, John Mark Francis; BELL, Andrew Simon; (78 pag.)WO2018/130853; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1159811-97-8, A common heterocyclic compound, 1159811-97-8, name is 6-Bromo-2-methylimidazo[1,2-a]pyrazine, molecular formula is C7H6BrN3, 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.

Into a 1-neck round-bottom flask N,N-diisopropylamine (0.50 mL, 3.6 mmol) was dissolved in tetrahydrofuran (4.0 mL) and cooled at -78 C. 1.6 M n-butyllithium in hexane (1.9 mL, 3.1 mmol) was added. The reaction was stirred at -78 C. for 30 min and 6-bromo-2-methylimidazo[1,2-a]pyrazine (from Ark Pharm, 0.500 g, 2.36 mmol) in tetrahydrofuran (6.0 mL) was added dropwise. The reaction mixture was stirred at -78 C. for 45 min and hexachloroethane (0.72 g, 3.1 mmol) was added. The resulting mixture was stirred at -78 C. for 1 h. The reaction was quenched with NH4Cl solution and then partitioned between EtOAc and water. The EtOAc extract was washed with brine, dried (MgSO4), and stripped in vacuo. The residue was chromatographed on silica gel eluting with 40% EtOAc in hexanes to give the desired product (0.25 g, 43%). LCMS calculated for C7H6BrClN3 (M+H)+: m/z=245.9. Found: 245.9. 1H NMR (CDCl3, 400 MHz) delta 8.72 (1H, s), 7.68 (1H, s), 2.56 (3H, s) ppm.

The synthetic route of 1159811-97-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph; US2014/121198; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem