Dimethylformamide → HCID 77581280, compound

Participants

Reaction Steps

In a manner similar to the method described in example 209, ethynylcyclopropane (0.16 g, 2.4 mmol) was used in place of 3,3-dimethyl-1-butyne to react with racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-iodo-2-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (0.15 g, 0.24 mmol) prepared in Example 190c, CuI (3 mg), triethylamine (1 mL, 7.2 mmol), and dichlorobis(triphenylphosphine)palladium(0) (8.4 mg, 0.012 mmol) in anhydrous N,N-dimethylformamide to give racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-(3-cyclopropyl-1-butynyl)-2-(2-hydroxy-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 84 mg, 62%)

Provenance & Evidence