Ammonia → HCID 66547317, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-5-[5-((S)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-6,6-difluoro-5-methyl-[1,4]oxazepane-3-thione (intermediate A20Ab) (16 mg, 36.2 μmol) in 7 M ammonia in methanol (0.4 mL, 2.8 mmol) at 23° C. was added tert-butyl hydroperoxide (70% in water, 16.3 mg, 17.4 μL, 181 μmol) and the mixture stirred at 23° C. for 22 hours. Poured into aqueous 2 M Na2CO3 solution, extracted with ethyl acetate, the organic layer was dried over Na2SO4. Removal of the solvent in vacuum left a light brown solid, which was purified by flash chromatography (silica gel (amine)) with n-heptane/ethyl acetate to give the title compound as a yellow solid (7 mg, 45%). MS (ISP): m/z=425.1 [M+H]+.

Provenance & Evidence