2-{2-[7-Chloro-3-(3,5-dimethylphenyl)-1-methyl-6-nitro-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester → 7-chloro-3-(3,5-dimethylphenyl)-1-methyl-6-nitro-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-one

Participants

Reaction Steps

A solution of 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-1-methyl-6-nitro-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (ca. 100 mg crude from EXAMPLE17, StepB in a mixture of 1 mL trifluoroacetic acid and 0.01 mL anisole) was stirred at room temperature for 1 hour. The mixture was then concentrated in vacuo, resolvated in methylene chloride and washed with saturated sodium bicarbonate. The concentrated organics were purified by flash chromatography on silica gel (chloroform:1% ammonium hydroxide in methanol:, 9:1) to give the title compound (22 mg). MASS: 470 (M+H)

Provenance & Evidence