4-Fluoroiodobenzene → HCID 46866328, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of tert-butyl 4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yloxy)piperidine-1-carboxylate prepared in Example 7-(1) (3.0 g), 1-fluoro-4-iodobenzene (2.9 g), rac-trans-N,N′-dimethylcyclohexane-1,2-diamine (1.2 g), copper iodide (0.41 g) and cesium carbonate (5.6 g) in toluene (8.0 mL) was stirred at 100° C. for 4 hours. The reaction mixture was cooled to room temperature, diluted with toluene and filtered to remove insoluble materials. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluting solvent: hexane/ethyl acetate=7/3 to 1/4) to give the titled compound (3.8 g, 99%) as a colorless amorphous substance.

Provenance & Evidence