Ammonia → HCID 25071652, compound

Participants

Reaction Steps

Ammonia gas was bubbled into a solution of compound 159 (300 mg, 0.88 mmol) in methanol (10 mL) at 0° C. for 5 min. The reaction mixture was then stirred for 3 hrs at r.t. and concentrated. The residue was purified by flash chromatography using a gradient 75-100% EtOAc in hexanes as an eluent, to afford title compound 160 (135 mg, 51% yield). 1H NMR: (MeOH-d4) δ(ppm): 7.91 (s, 1H), 7.86 (d, 2H, J=7.0 Hz), 7.16 (d, 1H, J=7.8 Hz), 7.05 (t, 1H, J=7.2 Hz), 6.89 (d, 1H, J=8.0 Hz), 6.76 (t, 1H, J=7.6 Hz), 6.62 (d, 2H, J=9.0 Hz), 4.56 (m, 1H), 3.54 (m, 2H), 3.46 (m, 1H), 2.98 (s, 1H), 2.85 (s, 1H), 2.17 (m, 1H), 2.05 (m, 1H), LRMS (ESI): (calc): 297.15 (found) 298.1 (MH+).

Provenance & Evidence