Tetrabutylammonium Fluoride → HCID 59846203, compound

Participants

Reaction Steps

A solution of tetrabutylammonium fluoride (1 M in THF, 0.26 mL) was added to a solution of 3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethylsulfamoyl]-benzyl}-7-chloro-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylic acid methyl ester (113 mg) in THF (5 mL) and the resulting mixture was stirred for 1 h. The reaction mixture was partitioned between EtOAc and water, the organic layer separated and the aqueous layer was extracted with EtOAc (2×25 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure. The yellow solid residue was purified by flash chromatography (DCM/MeOH, 90/10) to afford 7-chloro-3-[4-(2-hydroxy-ethylsulfamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester as an off-white powder. MS=527 [M+H]+; MP=191.5-193.1° C.

Provenance & Evidence