55687-23-5, 6-Fluoroquinoxalin-2(1H)-one is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
55687-23-5, Intermediate 141: tert-Butyl ?-r2-f7-fluoro-2-oxoquinoxalin-lC2H)- vDethyllpiperidin-4-yl)carbamate andIntermediate 142: tert-Butyl {l-[2-C6-fluoro-2-oxoquinoxalin-lf2H)- yl)ethyl]piperidin-4-yllcarbamateA suspension of a 1:1 mixture of 7-fluoroquinoxalin-2(lH)-one (Intermediate 143) and 6-fluoroquinoxalin-2(lH)-one (Intermediate 144) (1.5 g total, 9.1 mmol) was treated with sodium hydride (60% in oil, 0.44 g, 11.0 mmol) at O0C. The reaction was allowed to stir at room temperature for 2 hours. The reaction mixture was cooled to 0 C and 2-{4-[(tert- butoxycarbonyl)amino]piperidin-l-yl} ethyl methanesulfonate (Intermediate 6, 1.33 mmol/mL, 11.0 mmol), dissolved in dry DMF (5 mL) was added and it was stirred at room temperature overnight. The reaction mixture was diluted with water and with diethyl ether (5x 50 mL). The combined organic phases were dried over sodium sulfate and concentrated to dryness under reduced pressure. Chromatography with hexanes/ acetone (5:1 to 3:1). The higher Rf material was isolated as a mixture of Intermediate 141 with an O-alkylated isomer, which was rechromatographed on silica gel with hexanes/ ethyl acetate (1:3) to give pure Intermediate 141 as a colorless solid, 0.24 g, 14%. Isolation of the lower Rf material from the first column gave 0.38 g (21%) of pure Intermediate 142 as a colorless solid. Intermediate 141:MS QBS): 391 (MH+) for C20H27FN4O31H NMR omegaMSO-D6) delta 1.25-1.38 (m, HH); 1.56-1.68 (m, 2H); 2.01 (t, 2H); 2.50- 2.56 (m, 2H); 2.82-2.93 (m, 2H); 3.16 (s, IH); 4.27 (t, 2H); 6.72 (d, IH); 7.23 (t, IH); 7.50 (d, IH); 7.83-7.91 (m, IH); 8.17 (s, IH). Intermediate 142:MS (ESV 391 (MH+) for C20H27FN4O31H NMR (DMSO-DO’) delta 1.24-1.38 (m, HH); 1.65 (d, 2H); 2.03 (t, 2H); 2.51-2.58 (m, 2H); 2.88 (d, 2H); 3.11-3.26 (m, IH); 4.31 (t, 2H); 6.75 (d, IH); 7.57 (td, IH); 7.63-7.71 (m, 2H); 8.29 (s, IH).
55687-23-5 6-Fluoroquinoxalin-2(1H)-one 12686386, aquinoxaline compound, is more and more widely used in various fields.
Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/134378; (2006); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider