Trifluoroacetic acid → HCID 66893959, compound

Participants

Reaction Steps

To a stirred solution at room temperature of 219 (25 mg, 0.056 mmol) in CH2Cl2 (1.5 mL) was added TFA (0.3 mL, 4.3 mmol). After 30 min, a solution of sat. NaHCO3 was slowly added until pH 8 is reached, CH2Cl2 was removed under reduced pressure, AcOEt was added, and the phases were separated. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude residue was purified by flash chromatography on silica gel (MeOH/CH2Cl2: 10/90) to afford the title compound 220 (19 mg, 0.054 mmol, 98% yield). 1H NMR (300 MHz, acetone-d6) δ (ppm): 8.33, 8.13 (2d, J=7.5 Hz, 1H), 8.22 (d, J=15.9 Hz, 1H), 8.01 (d, J=8.1 Hz, 2H), 7.84 (d, J=8.1 Hz, 2H), 7.38-6.96 (m, 2H), 7.03 (d, J=15.9 Hz, 1H), 6.94-6.62 (m, 2H).

Provenance & Evidence