Potassium Carbonate → N-(4-((2-chloropyridin-4-yl)oxy)-2,5-difluorophenyl)-1-(4-fluorophenyl)-4-isopropoxy-2-oxo-1,2-dihydropyridine-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(4-((2-chloropyridin-4-yl)oxy)-2,5-difluorophenyl)-4-ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide (0.250 g, 0.485 mmol, see: Example 1) and K2CO3 (0.250 g, 1.809 mmol) in isopropanol (10 mL) was heated at 120° C. for 40 min with microwave irradiation. The reaction mixture was concentrated to dryness, was stirred in water (10 mL), filtered, washed, and dried in vacuo to provide N-(4-((2-chloropyridin-4-yl)oxy)-2,5-difluorophenyl)-1-(4-fluorophenyl)-4-isopropoxy-2-oxo-1,2-dihydropyridine-3-carboxamide (190 mg, 74.0% yield) as white solid. 1H NMR (400 MHz, DMSO-d6): δ 11.05 (s, 1 H), 8.31 (m, 2 H), 7.87 (d, J=7.8 Hz, 1 H), 7.51-7.48 (m, 3 H), 7.36 (t, J=8.7 Hz, 2 H), 7.17 (d, J=2.3 Hz, 1 H), 7.04 (dd, J=5.8, 2.3 Hz, 1 H), 6.55 (d, J=8.0 Hz, 1 H), 4.85 (m, 1 H), 1.31 (d, J=6.0 Hz, 6 H); MS (ESI) m/z: 530.1(M+H+).

Provenance & Evidence