Potassium Carbonate → HCID 86681610, compound

Participants

Reaction Steps

To a solution of (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(2,3-dioxo-3,4-dihydroquinoxalin-1(2H)-yl)acetoxy)-ethyl)pyridine 1-oxide (70 mg, 0.112 mmol) dissolved in DMF (1 mL), 4-(2-chloroethyl)morpholine (34 mg, 0.225 mmol) and potassium carbonate (23 mg, 0.169 mmol) were added. The mixture was stirred at 40 degrees for 5 hours. The mixture was then diluted with H2O (10 mL) and the aqueous phase extracted with AcOEt (2×3 mL). The organic phase was washed with brine (10 ml), dried over Na2SO4 and the solvent was evaporated, to yield 22 mg of the title compound (yield 37%). MS/ESI+ 735.4 [MH]+; 1H NMR (400 MHz, acetone) δ ppm 8.01 (s, 2H), 7.53-7.62 (m, 1H), 7.28-7.39 (m, 1H), 7.09-7.24 (m, 3H), 6.99-7.07 (m, 2H), 6.93 (t, J=75.00 Hz, 1H), 5.97-6.21 (m, 1H), 5.10-5.21 (m, 1H), 4.76-4.84 (m, 1H), 4.36-4.56 (m, 2H), 3.89-4.12 (m, 2H), 3.61 (m, 4H), 3.35-3.51 (m, 1H), 3.15-3.27 (m, 1H), 2.76-2.80 (m, 2H), 2.52-2.65 (m, 4H), 1.25-1.39 (m, 1H), 0.55-0.68 (m, 2H), 0.37-0.52 (m, 2H).

Provenance & Evidence