Sodium Hydroxide → HCID 11559214, compound

Participants

Reaction Steps

5-[4-(2-Trifluoromethylbenzoyl)piperazin-1-yl][1,3,4]thiadiazole-2-carboxylic acid ethyl ester (0.828 g, 2.00 mmol) was added to 1 N NaOH in ethanol. The mixture was stirred for 3 hours and then evaporated to dryness. Water (10 mL) was added to the mixture, and pH of the solution was adjusted to 3 by the addition of 1 N HCl. The mixture was then extracted with ethyl acetate (2×50 mL). The combined organic phase was washed with brine, dried over anhydrous Na2SO4, then concentrated. The title compound was obtained as a white powder in 81% yield (0.552 g). 1H NMR (500 MHz, CDCl3) δ 8.52 (s, 1H), 7.74 (d, J=7.8 Hz, 1H), 7.63 (dd, J=7.5, 7.5 Hz, 1H), 7.57 (dd, J=7.5, 7.5 Hz, 1H), 7.35 (d, J=7.5 Hz, 1H), 4.02-4.08 (m, 1H), 3.88-3.93 (m, 1H), 3.60-3.66 (m, 2H), 3.54-3.58 (m, 2H), 3.33-3.37 (m, 2H). MS (ES+) m/z 343 (M+1).

Provenance & Evidence