Methyl 3-iodobenzoate → (1S,2R)-2-(4-chlorophenyl)-1'-(3-(4-(methylsulfonyl)piperazine-1-carbonyl)phenyl)spiro[cyclopropane-1,3'-indolin]-2'-one

Participants

Reaction Steps

The title compound was prepared in analogy to Example 85 starting from 1-Methanesulfonyl-piperazine, methyl-3-iodobenzoate (commercially available), (1S,2R) and (1R,2S)-2-(4-chlorophenyl)spiro[cyclopropane-1,3′-indolin]-2′-one prepared as in Scheme 1. LC/MS m/e calcd. for C28H26ClN3O4S: 535, observed (M+H)+: 536.2 1H NMR (400 MHz, MeOD-d4) ppm 2.32 (dd, J=8.97, 4.93 Hz, 1 H) 2.43 (dd, J=8.72, 4.93 Hz, 1 H) 2.86 (s, 3 H) 3.20 (br. s., 4 H) 3.38 (t, J=8.84 Hz, 1 H) 3.71 (br. s., 4 H) 6.96 (d, J=7.83 Hz, 1 H) 7.14-7.24 (m, 2 H) 7.24-7.36 (m, 5 H) 7.46 (s, 1 H) 7.47-7.53 (m, 2 H) 7.64 (t, J=7.83 Hz, 1 H).

Provenance & Evidence