Trifluoroacetic acid → HCID 52950520, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-{[3-(morpholin-4-ylcarbonyl)-5,5-dioxidothiochromeno[4,3-c]pyrazol-1(4H)-yl]methyl}piperidine-1-carboxylate (0.1 g, 0.21 mmol) in DCM (2.0 mL) is added TFA (0.119 g, 1.05 mmol, 5 Eq) and the reaction mixture is stirred at room temperature overnight. The crude reaction mixture is washed with sodium bicarbonate then brine and dried over MgSO4. The crude residue is purified by flash chromatography to afford the title compound as a pale brown solid. 1H NMR (DMSO-d6, 400 MHz) δ 8.03-7.98 (m, 2H), 7.88 (t, J=7.5 Hz, 1H), 7.73-7.70 (m, 1H), 4.78 (s, 2H), 4.47 (t, J=7.1 Hz, 2H), 3.91 (s, 2H), 3.66-3.63 (m, 6H), 2.98-2.95 (m, 2H), 2.00 (brs, 1H), 1.75-1.69 (m, 1H), 1.48-1.40 (m, 2H), 1.24-1.17 (m, 3H). MS (ESI+): 431.0. HPLC (max plot) 97.2%; Rt 2.16 min.

Provenance & Evidence