Allyl Alcohol → HCID 86616094, compound

Participants

Reaction Conditions

Reaction Steps

4-bromoisoquinoline 2-oxide (5-2) (500 mg, 2.23 mmol, 1.0 equiv), lithium chloride (95 mg, 2.23 mmol, 1.0 equiv) and palladium(II) acetate (20.04 mg, 0.089 mmol, 0.04 equiv) were dissolved in anhydrous DMF (8.6 mL). To this orange solution, was added triethylamine (933 μl, 6.69 mmol, 3.0 equiv) and allyl alcohol (308 μl, 4.46 mmol, 2.0 equiv). The reaction mixture was heated at 100° C. for 1.5 hours. Black precipitate was formed. And LCMS showed the starting material was completely consumed. The reaction mixture was filtered, and washed with EtOAc, then concentrated. The crude was purified with silica gel chromatography (MeOH/EtOAc=0->20%) to afford the compound (5-3). LRMS m/z (M+H) 202.1 found, 202.2 required.

Provenance & Evidence