Toluene → HCID 178469807, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, ethyl 2-(5-bromo-2,4-dimethoxybenzoyl)-3-((S)-1-(tert-butyldimethyl-silanyloxymethyl)-2-methylpropylamino)acrylate (5.0 g) was added to toluene (30 mL), and potassium carbonate (1.24 g) and tetra-n-butylphosphoniumbromide (1.52 g) were added. After stirring at 110° C. for 11 hr, the completion of the reaction was confirmed by HPLC. After cooling the reaction mixture, tetrahydrofuran (40 mL) and 10% brine (40 mL) were added, and the toluene layer was separated. The toluene layer was washed twice with 10% brine (40 mL). After washing, toluene was evaporated under reduced pressure to give crude ethyl 6-bromo-1-((S)-1-(tert-butyldimethyl-silanyloxymethyl)-2-methylpropyl)-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate.

Provenance & Evidence