HCID 61722216, compound → HCID 59159279, compound

Participants

Reaction Steps

The title compound was produced in analogy with examples 74 and 75, steps D-F. Thus, coupling of 2-(4-fluoro-3-trifluoromethyl-phenylamino)-propionic acid (intermediate 13) with (S)-6-[3-(2,2-dimethoxy-ethylamino)-propyl]-6-aza-spiro[2.5]octan-4-ol (examples 74/75C) in step D led to 2-(4-fluoro-3-trifluoromethyl-phenylamino)-N-(2,2-dimethoxy-ethyl)-N-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-propionamide, which was cyclized in step E. Finally, HPLC purification of the epimeric mixture, 4-(4-fluoro-3-trifluoromethyl-phenyl)-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-3-methyl-piperazin-2-one, in step F afforded the title compound. Light yellow gum, MS: 444.3 (M+H)+.

Provenance & Evidence