1-Chloro-2-(diethylamine)ethane hydrochloride → (1R,2S)-2-(4-chlorophenyl)-1'-(2-(diethylamino)ethyl)spiro[cyclopropane-1,3'-indolin]-2'-one

Participants

Reaction Steps

The title compound was prepared in analogy to Example 70 starting from 2-Chloro-N,N-diethylethaneamine 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 C22H25ClN20: 368, observed (M+H)+: 369.1 1H NMR (400 MHz, MeOD-d4) δppm 1.41 (t, J=7.20 Hz, 6 H) 2.21-2.31 (m, 2 H) 3.32 (t, J=8.59 Hz, 1 H) 3.39-3.55 (m, 4 H) 3.60 (t, J=6.44 Hz, 2 H) 4.23-4.42 (m, 2 H) 6.16 (d, J=7.58 Hz, 1 H) 6.85 (t, J=7.45 Hz, 1 H) 7.19 (d, J=7.83 Hz, 1 H) 7.24-7.32 (m, 3 H) 7.33-7.40 (m, 2 H).

Provenance & Evidence