Hydrochloric Acid → HCID 57557963, compound

Participants

Reaction Conditions

Reaction Steps

The 7-((3aR,6aR)-2,2-dimethyl-4-oxotetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (630 mg, 1.42 mmol) obtained in step C was dissolved in THF (15 ml). Thereafter, 1 N hydrochloric acid (8.1 ml, 8.1 mmol) was added to the solution. The obtained mixture was stirred for 4 hours, while gently heating. Thereafter, the reaction solution was cooled to 0° C., and a 1 N sodium hydroxide aqueous solution was added thereto until liquid property became pH 8. An organic layer was separated, and a water layer was extracted with ethyl acetate. The organic layer was mixed with the extract. The mixture was washed with water and a saturated saline solution, and was then dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel column chromatography (methylene chloride:methanol), so as to obtain 36.7 mg of 7-((3R,4R)-3,4-dihydroxy-2-oxopyrrolidin-1-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (7%).

Provenance & Evidence