(3S)-3-hydroxypyrrolidin-2-one → (S)-1-(7-Fluoro-3-oxo-indan-5-yl)-3-hydroxy-pyrrolidin-2-one

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-bromo-4-fluoro-indan-1-one (Enamine, 453 mg), (S)-3-hydroxy-pyrrolidin-2-one (200 mg) and 1,4-dioxane (3 mL) was purged with argon. Cesium carbonate (645 mg), N,N′-dimethyl-ethylene-diamine (2.24 mL) and copper(I) iodide (38 mg) were added and the mixture was heated to 80° C. for 3 hours. After cooling to r.t. the mixture was filtered and the filtrate evaporated. The residue was purified by SGC (eluent: heptane/EA 1:1 with 0 to 20% MeOH) to provide the title compound. MS ESI+: m/z=250 [M+H]+.

Provenance & Evidence