Triethylamine → HCID 59654957, compound

Participants

Reaction Steps

To a solution of 1-benzyl-6-chloro-4-hydroxy-3-(3-methyl-isoxazol-5-yl)-1H-quinolin-2-one (1.00 g, 2.73 mmol) and Et3N (0.57 ml, 4.10 mmol) in 20 ml of DCM under at −78° C. was added Tf2O (0.50 ml, 3.0 mmol) slowly under Ar. The mixture was warmed to rt. Treated with 150 ml of EtOAc, the mixture was washed with H2O (4×50 mL), brine (40 mL) and dried (Na2SO4). Removal of the solvent under reduced pressure gave 1.35 g (99%) of product as a light yellow solid: 1H-NMR (CDCl3; 400 MHz) δ 7.95 (d, 1H, J=2.3 Hz), 7.55 (dd, 1H, J=9.0, 2.3 Hz), 7.27-7.37 (m, 4H), 7.21 (d, 2H, J=8.3 Hz), 7.17 (s, 1H), 5.60 (s, 2H), 2.42 (s, 3H). Mass spectrum (ESI, m/z): Calcd. for C21H14ClF3N2O5S, 499.0 (M+H), found 499.0.

Provenance & Evidence