Thiophenol → HCID 86627567, compound

Participants

Reaction Conditions

Reaction Steps

In a sealed tube, a suspension of 152 mg (0.4 mmol) of 8-iodo-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate (synthesis 209) and 110 mg (0.8 mmol) of potassium carbonate in dimethoxyethane (0.6 mL) is purged with an argon stream before adding 15 mg (0.08 mmol) of copper iodide and 86 mg (0.6 mmol) of thiophenol. The reaction mixture is heated at 90° C. for 5 to 6 days then filtered on celite and rinsed with dichloromethane, then methanol. The filtrate is evaporated and the residue obtained is purified by chromatography on silica (eluent dichloromethane/methanol 96/4 then 9/1) to give 42 mg (29%) of 4-oxo-8-phenylsulfanyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in the form of a white solid.

Provenance & Evidence