With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36856-91-4,2-Bromoquinoxaline,as a common compound, the synthetic route is as follows.
To a stirred mixture of N-[(dimethylamino)methylidene]-4-[fra ,-2-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)cyclopropyl]benzenesulfonamide (Intermediate 12) (30 mg, 0.079 mmol) and 2-bromoquinoxaline (29 mg, 0.139 mmol) in toluene (0.79 mL) were added cataCXium A-Pd-G2 [2′-(dimethylamino)-2-biphenyl-palladium(II)-chloride di(l-adamantyl)- ft-butylphosphine complex] (5.3 mg, 0.0079 mmol) and potassium phosphate tribasic (1 M in water, 0.24 mL, 0.24 mmol) sequentially. The resulting mixture was allowed to stir at 100 C for 18 h then allowed to cool to ambient temperature. Ethyl acetate (3 mL) and water (0.5 mL) were added and the mixture was filtered through celite. The filtrate was concentrated to remove organic solvent and the residue was treated with hydrazine hydrate (50-60%, 1 mL) and ethanol (0.5 mL), sonicated for 90 min, then concentrated to dryness. The residue was purified by preparative HPLC, eluting with a gradient of acetonitrile:water:trifluoroacetic acid – 10:90:0.1 to 95:5:0.1. The product-containing fractions were concentrated under reduced pressure to give the title compound. MS: mlz = 326.2 [M+H]. XH NMR (500 MHz, DMSO-c): delta 9.02 (s, 1 H); 8.05 (d, J= 8.3 Hz, 1 H); 8.00 (d, J= 8.3 Hz, 1 H); 7.83 (m, 1 H); 7.82-7.70 (m, 3 H); 7.45 (d, J Hz, 2 H); 7.30 (s, 2 H); 2.86 (m, 1 H); 2.74 (m, 1 H); 1.97 (m, 1 H); 1.78 (m, 1 H)., 36856-91-4
36856-91-4 2-Bromoquinoxaline 582225, aquinoxaline compound, is more and more widely used in various.
Reference£º
Patent; MERCK SHARP & DOHME CORP.; CROWLEY, Brendan, M.; BELL, Ian, M.; HARVEY, Andrew John; SHIPE, William, D.; LEAVITT, Kenneth, J.; SANDERS, John, M.; GUIADEEN, Deodial, G.; SUEN, Linda, M.; GRESHOCK, Thomas, J.; RADA, Vanessa, L.; (75 pag.)WO2018/85171; (2018); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider