反应详情

To a stirring solution of 3-((3S,4S)-3-fluoro-4-(3-fluoro-4-methoxyphenyl)piperidin-1-yl)-1-(3-fluoro-4-methylbenzyl)pyrrolidin-2-one (60 mg, 0.14 mmol, diastereomeric mixture from step H) in 10 mL of DCM at −78° C. was added 2.5 mL of boron tribromide (2.5 mmole) and the mixture allowed to warm to rt and stirred for 3 h. The reaction mixture was then cooled to 0° C. and quenched with saturated NaHCO3 solution. The mixture was then diluted with DCM and the organic layer was separated and evaporated under reduced pressure. The crude compound was purified by preparative HPLC to give 3-((3S,4S)-3-fluoro-4-(3-fluoro-4-hydroxyphenyl)piperidin-1-yl)-1-(3-fluoro-4-methyl-benzyl)pyrrolidin-2-one (20 mg, 0.047 mmol, 34% yield) (diastereomeric pair). LCMS (Method Q) RT=1.17 min, m/z 419.0 (M+H+).

1. temperatureThe reaction mixture was then cooled to 0° C.
2. customquenched with saturated NaHCO3 solution
3. additionThe mixture was then diluted with DCM
4. customthe organic layer was separated
5. customevaporated under reduced pressure
6. customThe crude compound was purified by preparative HPLC