Methyl 5-(bromomethyl)-2-chlorobenzoate → (1R,2S)-2-chloro-5-((2-(4-chlorophenyl)-2'-oxospiro[cyclopropane-1,3'-indoline]-1'-yl)methyl)benzoic acid

Participants

Reaction Steps

The title compound was prepared in analogy to Example 1 starting from 5-Bromomethyl-2-chloro-benzoic acid methyl ester (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 C24H17Cl2NO3: 437, observed (M+H)+: 438.3. 1H NMR (400 MHz, DMSO-d6) δppm 2.07-2.15 (m, 1 H) 2.39 (dd, J=7.83, 5.05 Hz, 1H) 3.20 (t, J=8.72 Hz, 1 H) 5.06 (s, 2 H) 6.16 (d, J=7.58 Hz, 1 H) 6.73 (t, J=7.58 Hz, 1 H) 6.97 (d, J=7.83 Hz, 1 H) 7.09 (t, J=7.83 Hz, 1 H) 7.28-7.40 (m, 4 H) 7.43-7.57 (m, 2 H) 7.73 (s, 1 H).

Provenance & Evidence