Water → 2-((4-(6-(benzylthio)-2-oxoquinolin-1(2H)-yl)-3',6-difluoro-[1,1'-biphenyl]-3-yl)oxy)acetonitrile

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Reaction Steps

6-(Benzylthio)-1-(2,3′-difluoro-5-hydroxy-[1,1′-biphenyl]-4-yl)quinolin-2(1H)-one (528 mg, 1.120 mmol) was dissolved in DMF (2240 μl). Then potassium carbonate (155 mg, 1.120 mmol) was added followed by 2-bromoacetonitrile (86 μl, 1.232 mmol). The whole was stirred at rt for 1d. Water (1 mL) was added. White precipitate was collected with an aid of water, and dried to afford 2-((4-(6-(benzylthio)-2-oxoquinolin-1(2H)-yl)-3′,6-difluoro-[1,1′-biphenyl]-3-yl)oxy)acetonitrile (612 mg, 107% yield). m/z (ESI): [M+H]+=511.0. 1H NMR (400 MHz, DMSO-d6) δ ppm 4.25 (s, 2 H) 5.14-5.31 (m, 2 H) 6.59 (d, J=8.80 Hz, 1 H) 6.71 (d, J=9.59 Hz, 1 H) 7.19-7.40 (m, 6 H) 7.44 (dd, J=8.80, 2.15 Hz, 1 H) 7.53-7.68 (m, 5 H) 7.81 (d, J=2.15 Hz, 1 H) 7.95 (br. s., 1 H) 7.99 (d, J=9.49 Hz, 1 H).

Provenance & Evidence