HCID 19592420, compound → HCID 19592513, compound

Participants

Reaction Conditions

Reaction Steps

To a 0.9M solution of methylmagnesium bromide in tetrahydrofuran (1.3 ml) was added dropwise a solution of 8-(2,6-dichlorobenzoylamino)-3-(N-methoxy-N-methylcarbamoyl)-4-morpholinoquinoline (107 mg) in dry tetrahydrofuran (1 ml) with cooling in an ice bath. The mixture was stirred at the same temperature for 1 hour, at ambient temperature for 1 hour, at 50° C. for 2 hours. The mixture was partitioned between ethyl acetate and saturated ammonium chloride aqueous solution. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was purified by preparative thin layer chromatography on silica gel. The obtained oil was crystallized from ethanol to give 3-acetyl-8-(2,6-dichlorobenzoylamino)-4-morpholinoquinoline (19 mg) as a white crystal.

Provenance & Evidence