Hydrochloric Acid → HCID 86298673, compound

Participants

Reaction Steps

To a solution of 70 (1.236 g, 2.191 mmol) in 15% MeOH/DCM (75 mL) was added slowly HCl (2.19 mL, 8.763 mmol) and the reaction was stirred at RT for 20 min. Saturated NH4Cl was added slowly and the resulting solution extracted with DCM. The organic layer was separated and concentrated. The crude residue was purified by SiO2 chromatography eluting with an MeOH/DCM gradient (4 to 5% MeOH) to afford 0.841 g (85.3%) of I-14: 1H NMR (400 MHz, CDCl3) δ 8.09 (s, 1H), 7.38 (t, 1H), 7.14 (dd, 1H), 7.08 (d, 1H), 5.28 (d, 1H), 4.97 (m, 1H), 4.89 (d, 1H), 4.39 (s, 2H), 4.06-3.90 (m, 4H), 3.86 (m, 1H), 3.76-3.60 (m, 2H), 3.55 (dt, 2H), 2.69 (t, 2H), 2.26 (t, 1H), 2.02 (d, 2H), 1.53 (m, 2H); LCMS (ACPI-pos) m/z 450.0 (M+H)+.

Provenance & Evidence