Hydrochloric Acid → HCID 74928794, compound

Participants

Reaction Steps

A solution of racemic (2′S,3S,4′R)-6-chloro-5-fluoro-4′-[5-chloro-2-(1-hydroxycarbonyl-1-ethyl-propoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (100 mg, 0.16 mmol) and CDI (123 mg, 0.64 mmol) in DMF (3 mL) was heated at 75° C. for 3 h. Then to this solution was added a mixture of methanesulfonamide (144 mg, 1.5 mmol) and NaH (53 mg, 60%,1.3 mmol) in DMF (1.5 mL), which had been previously stirred at room temperature for 2 h. After the resulting mixture was stirred at room temperature for 20 mins, it was poured into water and the aqueous solution was acidified by diluted HCl solution. After the aqueous phase was extracted with EtOAc twice, the combined organic phases were dried over anhydrous Na2SO4, concentrated and the residue was purified by flash column to give the title compound (50 mg).

Provenance & Evidence