Hydrochloric Acid → HCID 74928773, compound

Participants

Reaction Steps

A solution of racemic (2′R,3S,4′R)-6-chloro-2′-(2-chloro-5-fluoro-phenyl)-4′-[5-chloro-2-(1-hydroxycarbonyl-1-methyl-ethoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (143 mg, 0.24 mmol) and CDI (78 mg, 0.48 mmol) in DMF (5 mL) was stirred at room temperature for 30 min. Then to this solution was added a mixture of methanesulfonamide (475 mg, 5 mmol) and NaH (200 mg, 60%, 5 mmol) in DMF (5 mL), which had been stirred for 1 h at room temperature. After the resulting mixture was heated at 60° C. for 1 h, it was poured into water (5 mL) and the mixture was acidified by concentrated aqueous HCl, extracted with EtOAc twice. The combined extracts were dried over anhydrous Na2SO4, concentrated and the residue was purified by flash column to give the title compound as a white solid (100 mg).

Provenance & Evidence