Hexachloroethane → 2-(2-chloroquinolin-8-yl)oxazolo[4,5-c]pyridin-4(5H)-one

関与物質

反応手順

A solution of triphenylphosphine (381 mg, 1.454 mmol), perchloroethane (287 mg, 1.212 mmol), and Et3N (540 μl, 3.88 mmol) in DCM (4846 μl) was stirred at RT for 1 h. The yellow solution was transferred to a flask containing solid 2-chloro-N-(2,4-dihydroxypyridin-3-yl)quinoline-8-carboxamide (153 mg, 0.485 mmol); this was stirred at RT for 1 h. Purification by silica gel (100% DCM to 4% MeOH/DCM) provided 2-(2-chloroquinolin-8-yl)oxazolo[4,5-c]pyridin-4(5H)-one (181, >99% yield) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 6.92 (d, J=7.04 Hz, 1H) 7.53 (t, J=6.65 Hz, 1H) 7.77 (d, J=8.61 Hz, 1H) 7.84-7.90 (m, 1H) 8.35 (dd, J=8.22, 1.37 Hz, 1H) 8.43 (dd, J=7.24, 1.37 Hz, 1H) 8.64 (d, J=8.61 Hz, 1H) 11.89 (br. s., 1H). MS (ESI, pos. ion) m/z: 298.1 (M+1).

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