Sodium Hydroxide → HCID 58246369, compound

Participants

Reaction Steps

1-[1-(6-Chloropyridin-2-yl)cyclobutyl]-7-methoxy-3,4-dihydroisoquinoline (550 mg, 1.68 mmol) in 48% aqueous hydrobromic acid (3.8 ml) was heated under reflux for 4 hours. After cooling to room temperature the reaction mixture was poured on ice water. 10% aqueous sodium hydroxide solution was added until pH 8 was reached. The mixture was extracted with dichloromethane (3×). The combined organic extracts were dried (MgSO4), concentrated in vacuo and purified by flash chromatography (silica, dichloromethane, methanol). Yield: 220 mg (0.70 mmol, 42%).

Provenance & Evidence