Toluene → HCID 57861256, compound

Participants

Reaction Steps

A suspension of 2-chloro-6,7-difluoroquinoline-3-carbaldehyde (4.97 g, 18 mmol), trans-(R)-2-[(4-benzyloxymethyl)cyclohexyl]pyrrolidine (5.39 g, 20 mmol) and potassium carbonate (2.97 g, 21 mol) in toluene (100 mL) and water (10 mL) is stirred and refluxed for 3 hours. The reaction mixture is cooled to room temperature and then diluted with water and ethyl acetate. The organic layer is washed with water, citric acid aq., brine, dried over magnesium sulfate, filtered and concentrated. The crude product is purified by silica gel column chromatography to give 2-{(R)-2-[4-(benzyloxymethyl)cyclohexyl]pyrrolidin-1-yl}-6,7-difluoroquinoline-3-carbaldehyde as a yellow syrup.

Provenance & Evidence