Tetrahydrofuran → N-(4-Chlorobenzyl)-1-(2-hydroxyethyl)-6-(3-hydroxypropyl)-4-oxo-1,4-dihydro-3-quinolinecarboxamide

Participants

Reaction Steps

To a solution of N-(4-chlorobenzyl)-1-(2-hydroxyethyl)-6-(3-hydroxy-1-propynyl)-4-oxo-1,4-dihydro-3-quinolinecarboxamide from Preparation No. 5 (0.20 g) in a small amount of THF:methanol is added platinuim oxide (0.01 g). The mixture is placed under an atmosphere of hydrogen. After 2 hours, the mixture is filtered through Celite with THF:methanol washes. The filtrate is concentrated under reduced pressure. The residue is adsorbed onto silica and chromatographed on silica eluting with 4% to 16% methanol in dichloromethane. The product-containing fractions are concentrated under reduced pressure to afford 0.14 g of the title compound as a white solid.

Provenance & Evidence