Toluene → 4'-(3-chlorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

Participants

Reaction Steps

In a manner similar to the method described in example 32d, E/Z-6-chloro-3-(3-chloro-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester prepared in example 5b (0.79 g, 2 mmol) was reacted with 1-[5-chloro-4-fluoro-2-(tetrahydro-pyran-4-yloxy)-phenyl]-3-trimethylsilyoxy-2-aza-1,3-butadiene (5 mmol) in toluene, then treated with trifluoroacetic acid in dicloromethane to give racemic(2′R, 3R, 4′S)-6-chloro-2′-[5-chloro-4-fluoro-2-(tetrahydro-pyran-4-yloxy)-phenyl]]-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.59 g, 50%)

Provenance & Evidence