Brief introduction of 55687-23-5

55687-23-5 6-Fluoroquinoxalin-2(1H)-one 12686386, aquinoxaline compound, is more and more widely used in various fields.

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

Downstream synthetic route of 55687-23-5

The synthetic route of 55687-23-5 has been constantly updated, and we look forward to future research findings.

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

Lithium hydride (57 mg, 7.3 mmol) was added to a solution of 6-fluoroquinoxalin-2(1 H)one (1 g, 6.0 mmol) in N,N-dimethylformamide (6 ml) under cooling on ice and the mixture was stirred at room temperature for 30 minutes. The mixture was cooled on ice again and a solution of 2-(2-bromoethyl)-1,3-dioxolane (0.88 ml, 7.3 mmol) in N,N-dimethylformamide (2 ml) was gradually added thereto and the mixture was stirred for 4 hours. Water was added thereto, the mixture was then extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to yield 0.5 g (32%) of the title compound. 1H-NMR(400MHz,DMSO-d6)delta:1.93-1.99(2H,m),3.76-3.80(2H,m),3.89-3.92(2H,m),4.23-4.27(2H,m),4.96-4.99(1H,m),7.17-7.28(1H,m),7.45-7.48(1H,m),7.88-7.90(1 H,m),8.18(1 H,s). MS(ESI)m/z:265(M+H)+.

The synthetic route of 55687-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Daiichi Sankyo Company, Limited; INAGAKI, Hiroaki; FUJISAWA, Tetsunori; ITOH, Masao; YOKOMIZO, Aki; TSUDA, Toshifumi; HIGUCHI, Saito; DAS, Biswajit; KATOCH, Rita; UPADHYAY, Dilip, J.; EP2674430; (2013); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider