Quinoline → HCID 57672434, compound

Participants

Reaction Steps

To a stirred solution of 4.2 (0.055 g, 0.11 mmol) in EtOAc (4.00 mL, 41 mmol) at 23° C. was added quinoline (0.500 mL, 4.2 mmol) followed by Lindlar's Catalyst (0.012 g, 0.11 mmol). The reaction mixture was placed under an atmosphere of hydrogen and stirring was continued for 40 hours. The mixture was filtered through a pad of silica gel. The filtrate was washed with 1N HCl (3×10 mL), and the organic layer was dried over MgSO4 and concentrated in vacuo. The residue was then purified by flash chromatography (SiO2 gel 60, eluted with 0%-20% EtOAc in hexanes) to give compound 8.1 as a clear oil (0.0529 g, 96% yield). MS ESI (pos.) m/e: 513.3 (M+Na)+, 508.3 (M+H2O)+.

Provenance & Evidence