1,5-Isoquinolinediol → HCID 10037793, compound

Participants

Reaction Steps

5-Hydroxyisoquinolin-1(2H)-one (0.65 g, 4.04 mmol) was added in portions to a solution of potassium hydroxide (0.23 g, 4.04 mmol) in methanol (15 mL). The mixture was stirred at ambient temperature for 10 minutes, then benzyl bromide (0.69 g, 0.48 mL, 4.04 mmol) was added. The mixture was stirred at ambient temperature for 30 minutes and then at 40° C. for 2 hours. The solvent was removed in vacuo. The residue was dissolved in dichloromethane (100 mL) and washed with water (100 mL). The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo. The residue was recrystallized from methanol (10 mL) to afford the title compound (0.40 g, 40%): mp 165-168° C.; MS (ES+) m/z 252.1 (M+1).

Provenance & Evidence