Triethylamine → HCID 74931739, 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′-[5-iodo-2-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (0.62 g, 0.9 mmol) was reacted with trimethylsilyl acetylene (0.88 g, 9 mmol), CuI (10 mg), triethylamine (2.71 g, 27 mmol), and dichlorobis(triphenylphosphine)palladium (0) (50.5 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′-[5-ethynyl-2-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.47 g, 90%)

Provenance & Evidence