(R)-5-(5-(3,6-dihydro-2H-pyran-4-yl)-2-fluorophenyl)-6,6-difluoro-5,7,7-trimethyl-1,4-oxazepan-3-one → (R)-6,6-difluoro-5-(2-fluoro-5-(tetrahydro-2H-pyran-4-yl)phenyl)-5,7,7-trimethyl-1,4-oxazepan-3-one

Participants

Reaction Steps

A solution of (R)-5-(5-(3,6-dihydro-2H-pyran-4-yl)-2-fluorophenyl)-6,6-difluoro-5,7,7-trimethyl-1,4-oxazepan-3-one [Example 5a)] (256 mg, 693 μmol) in ethyl acetate (20 ml) was hydrogenated at room temperature for 16 hours using palladium on carbon (10%: 74 mg, 69.3 μmol) as the catalyst. The reaction mixture was filtered and evaporated to give the crude (R)-6,6-difluoro-5-(2-fluoro-5-(tetrahydro-2H-pyran-4-yl)phenyl)-5,7,7-trimethyl-1,4-oxazepan-3-one (244 mg, 95% yield) as a colorless oil. MS (ISP): m/z=372.2 [M+H]+.

Provenance & Evidence