Triethylamine → HCID 74931580, compound

Participants

Reaction Steps

In a manner similar to the method described in example 6a, racemic(2′R, 3R, 4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2-(2,6-dimethyl-4-pyridinyloxy)-5-iodo-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (0.62 g, 0.9 mmol) was reacted with trimethylsilyl acetylene (0.89 g, 9 mmol), CuI (5 mg), triethylamine (2.74 g, 27 mmol), and dichlorobis(triphenylphosphine) palladium (0) (50.7 mg, 0.07 mmol) in anhydrous N,N-dimethylformamide, and then treated with aqueous NaOH in methanol to give racemic(2′R, 3R, 4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2-(2,6-dimethyl-4-pyridinyloxy)-5-ethynyl-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a pale yellow solid (Yield 0.28 g, 53%)

Provenance & Evidence