HCID 67172060, compound → HCID 67170816, compound

Participants

Reaction Steps

To 5-(7-bromo-4,5-dihydronaphtho[1,2-c]isoxazol-3-yl)-2-isopropoxybenzonitrile (Preparation 15B, 0.1 g, 0.244 mmol) in a 2-dram vial was added THF (1 mL). The vial was purged with nitrogen gas for 3 min and (3-ethoxy-3-oxopropyl)zinc(II) bromide (0.5 M in THF) (0.977 mL, 0.489 mmol) was added followed by dichlorobis(tri-o-tolylphosphine)palladium(II) (1.921 mg, 2.443 μmol) at room temperature. The vial was again purged with nitrogen gas for 30 seconds and the pale yellow heterogeneous reaction mixture was stirred at room temperature for 18 h. To the reaction mixture was added potassium fluoride (60 mg) dissolved in 0.2 mL of water at room temperature. The contents were stirred at room temperature for 5 min. and then filtered. The solid was washed with ethyl acetate (2×5 mL). The filtrate was concentrated under reduced pressure to yield a pale yellow solid. LC/MS M+1=401.1.

Provenance & Evidence