Sodium Hydroxide → HCID 69458777, compound

Participants

Reaction Steps

To a solution of N-(3-((2R)-2-((5R)-5-(3-chlorophenyl)-2-oxo-1,3-oxazolidin-3-yl)propyl)-1H-indol-7-yl)propanamide (28.4 mg, 0.0666 mmol) in ethanol (1 mL) is added a 5N aqueous sodium hydroxide solution (0.2 mL), and the mixture is stirred at room temperature for 15 hours, and further stirred at 60° C. for 11 hours. The ethanol is evaporated, and the resulting residue is separated into a saturated aqueous sodium hydrogen carbonate solution-and chloroform. The organic layer is washed with a saturated brine, and dried over anhydrous sodium sulfate. The solvent is evaporated, and the obtained crude product is purified by preparative HPLC (water-aceto-nitrile-trifluoroacetic acid), and preparative thin layer chromatography (1st; a saturated ammonia solution in chloroform-methanol=10:1, 2nd; chloroform:methanol=10: 1) to give the title compound (3.3 mg, 12.5%).

Provenance & Evidence