Hydrochloric Acid → (3R)-3-{2-[3-chloro-4-(methylsulfonyl)phenyl]-2-(5-(pyridin-2-yl)-1H-pyrrol-2-yl)ethyl}cyclopentanone

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(5-{1-[3-chloro-4-(methylsulfonyl)phenyl]-2-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]ethyl}-1H-pyrrol-2-yl)pyridine (580 mg) in tetrahydrofuran (4.5 mL) was added 1M hydrochloric acid (4.5 mL), and the mixture was stirred at 55° C. for 5 hr. After cooling to room temperature, the mixture was neutralized with saturated aqueous sodium hydrogen carbonate solution. The reaction mixture was diluted with ethyl acetate and washed with water. The ethyl acetate layer was dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and the title compound (360 mg, yield 90%) was obtained as a white amorphous solid from a fraction eluted with ethyl acetate-hexane (2:1, volume ratio). MS: 443 (MH+).

Provenance & Evidence