Ammonia → HCID 71532169, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-8-(5-bromo-2-fluoro-phenyl)-8-methyl-6,6-dioxo-6λ6-thia-9-aza-spiro[4.5]deca-2,9-dien-10-ylamine (245 mg, 633 μmol, Eq: 1.00) in methanol (10 ml) and ammonia (7 N in MeOH) (271 μl, 1.9 mmol, Eq: 3.0) was added at 23° C. under inert atmosphere Pd/C 10% (67.3 mg, 63.3 μmol, Eq: 0.1). The suspension was set under hydrogen (balloon) and stirred at 23° C. for 2 hours. The catalyst was filtered off, washed three times with methanol and evaporated. The residue was extracted with dichloromethane and sat. NaHCO3-sol., the organic layer was dried over Na2SO4, filtered and evaporated to give the pure (R)-8-(2-fluoro-phenyl)-8-methyl-6,6-dioxo-6λ6-thia-9-aza-spiro[4.5]dec-9-en-10-ylamine (175 mg, 564 μmol, 89.1% yield) as a white solid. MS (ISP): m/z=311.5 [M+H]+.

Provenance & Evidence