HCID 59843150, compound → HCID 59843267, compound

Participants

Reaction Steps

To a solution of 203 (143.9 mg, 0.225 mmol) in MeOH (4.5 mL) and Acetic Acid (1.1 mL) at room temperature was added Zinc dust (85 mg, 1.307 mmol). The solution was stirred 1 h and then filtered and concentrated and the crude residue was purified by flash chromatography (10 to 30% MeOH in DCM) and the material was further triturated with hexane to afford 205 (30 mg, 0.060 mmol, 27%) as a yellow solid. LRMS (ESI): calc. 380.2, found 381.2 (MH)+. 1H-NMR (CDCl3+CD3OD) δ(ppm): 8.15 (dd, J=8.0, 2.2 Hz, 1H), 7.46 (ddd, J=8.8, 8.8, 2.3 Hz, 1H), 7.31 (d, J=8.6 Hz, 1H), 7.07 (dd, 7.4, 7.4 Hz, 1H), 7.00 (d, J=8.2 Hz, 1H), 6.82-6.79 (m, 2H), 3.98 (s, 3H), 3.19-3.16 (m, 2H), 3.08-3.04 (m, 2H), 2.79-2.71 (m, 4H), 2.64 (s, 3H), 2.52-2.47 (m, 2H).

Provenance & Evidence