Trifluoroacetic acid → HCID 53476392, compound

Participants

Reaction Steps

To a solution of 99 (120 mg, 0.18 mmol) in DCM (20 mL) was added TFA (5.6 mL). The reaction mixture was stirred at RT overnight, concentrated, diluted with ethyl acetate, washed with a saturated aqueous solution of sodium bicarbonate, dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by Biotage (SNAP 25 g cartridge; MeOH/DCM: 0/100 to 20/80 over 20 CV), to afford the title compound 100 (90 mg, 0.13 mmol, 72% yield, TFA salt) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ (ppm) δ 8.74 (s, 1H), 8.60 (s, 1H), 8.52 (d, J=5.2 Hz, 1H), 8.34 (s, 1H), 8.26 (d, J=8.4 Hz, 1H), 7.91 (d, J=8.0 Hz, 1H), 7.73 (dd, J=13.6, 2.4 Hz, 1H), 7.38 (t, J=8.8 Hz, 1H), 7.20 (d, J=10.0 Hz, 1H), 6.64 (d, J=5.2 Hz, 1H), 6.61 (s, 1H), 3.84 (s, 2H), 3.35-3.25 (m, 2H), 3.05 (s, 3H), 3.02-2.90 (m, 2H), 2.59-2.50 (m, 1H), 0.69-0.62 (m, 2H), 0.46-0.40 (m, 2H). MS (m/z): 556.5 (M+H).

Provenance & Evidence