Water → HCID 58305288, compound

Participants

Reaction Steps

To a solution of methyl-3-((1S,2R)-2-(4-chlorophenyl)-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)benzoate and methyl-3-((1R,2S)-2-(4-chlorophenyl)-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)benzoate (50 mg) in 1 mL of methanol was added 0.1 mL of water, followed by lithium hydroxide (10 mg), The mixture was stirred for 14 hours at room temperature. HPLC monitored the reaction finished. The solvent was removed under reduced pressure. The residue was dissolved in 2 mL of DMF. Purification by preparative HPLC gave the title compound as a white powder. (11 mg) LC/MS m/e calcd. for C23H16ClNO3 389, observed (M+H)+: 390.1. 1H NMR (400 MHz, DMSO-d6) δppm 2.14 (dd, J=9.09, 5.05 Hz, 1 H) 2.41 (dd, J=8.08, 5.05 Hz, 1 H) 3.25 (t, J=8.59 Hz, 1 H) 6.19 (d, J=7.33 Hz, 1 H) 6.77-6.86 (m, 2 H) 7.12 (t, J=7.71 Hz, 1 H) 7.36-7.46 (m, 4 H) 7.72 (t, J=7.83 Hz, 1 H) 7.76-7.85 (m, 1 H) 8.01-8.09 (m, 2 H).

Provenance & Evidence