Ammonia → HCID 90024450, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-7-(5-bromo-2-fluoro-phenyl)-7-methyl-5,5-dioxo-5λ6-thia-8-aza-spiro[3.5]non-8-en-9-ylamine (555 mg, 1.48 mmol, Eq: 1.00) in methanol (50 ml) and ammonia (7 N in MeOH) (634 μl, 4.44 mmol, Eq: 3.0) was added at 23° C. under inert atmosphere Pd/C 10% (157 mg, 148 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/dichloromethane (1:1) 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)-7-(2-fluoro-phenyl)-7-methyl-5,5-dioxo-5λ6-thia-8-aza-spiro[3.5]non-8-en-9-ylamine (385 mg, 1.3 mmol, 87.8% yield) as a white solid. MS (ISP): m/z=297.5 [M+H]+.

Provenance & Evidence