Hydrochloric Acid → (3R)-3-{2-[3-chloro-4-(methylsulfonyl)phenyl]-2-(5-(pyrazin-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)pyrazine (94.3 mg) in tetrahydrofuran (1 mL) was added 1M hydrochloric acid (1 mL), and the mixture was stirred at 50° C. for 24 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 (44.7 mg, yield 68%) was obtained as a white amorphous solid from a fraction eluted with ethyl acetate-hexane (9:1, volume ratio). MS: 444 (MH+).

Provenance & Evidence