Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) → (1R,2S)-2-(4-chlorophenyl)-1'-(2-morpholinoethyl)spiro[cyclopropane-1,3'-indolin]-2'-one

Participants

Reaction Steps

The title compound was prepared in analogy to Example 70 starting from 4-(2-chloroethyl)morpholine hydrochloride (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 C22H23ClN2O2: 382, observed (M+H)+: 383.1 1H NMR (400 MHz, MeOD-d4) δppm 2.21-2.29 (m, 2 H) 3.30 (t, J=8.72 Hz, 1 H) 3.54-3.69 (m, 2 H) 3.97 (br. s., 8 H) 4.21-4.32 (m, 1 H) 4.36-4.48 (m, 1 H) 6.15 (d, J=7.33 Hz, 1 H) 6.83 (t, J=7.20 Hz, 1 H) 7.14-7.21 (m, 1 H) 7.22-7.30 (m, 3 H) 7.31-7.39 (m, 2 H).

Provenance & Evidence