Hydrochloric Acid → HCID 22646589, compound

Participants

Reaction Steps

To a suspension of 4-chloro-6-methoxy-7-(3-(3-pyridyl)propoxy)quinoline (150 mg, 0.46 mmol) in 2-pentanol (5 ml) was added 4-chloro-2-fluoro-5-hydroxyaniline (91 mg, 0.55 mmol), (as described in EP 61741 A2), and 5M hydrogen chloride in isopropanol (0.1 ml). The mixture was heated at reflux for 15 minutes and DMF (3 ml) was added. The mixture was heated at reflux for 5 hours and the volatiles were removed by evaporation. The residue was triturated with isopropanol, collected by filtration and dried under vacuum to give 4-(4-chloro-2-fluoro-5-hydroxyanilino)-methoxy-7-(3-(3-pyridyl)propoxy)quinoline (150 mg, 62%).

Provenance & Evidence