N,N'-Dimethylethylenediamine → HCID 58305379, compound

Participants

Reaction Conditions

Reaction Steps

3-bromo-5-((1S,2S)-2-(4-chlorophenyl)-5′-fluoro-2-isopropyl-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)benzoate, 3-bromo-5-((1R,2R)-2-(4-chlorophenyl)-5′-fluoro-2-isopropyl-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)benzoate (0.545 g, 1 mmol), 2-oxazolidone (0.105 g, 1.2 mmol), CuI (20 mg), and K2CO3 (0.276 g, 2 mmol) were placed in a Schlenk tube under Argon atmosphere and dissolved in dry acetonitrile. The N,N′-dimethyl-1,2-ethanediamine (21 μL, 20% equiv) was added into the mixture. The mixture was stirred at 80° C. for 14 hours. The solvent was removed in vacuo and the residue was purified by flash column chromatography to give the title compound as white powder (0.40 g, 73%). LC/MS m/e calcd. for C30H26ClFN2O5: 548, observed (M+H)+: 549.5

Provenance & Evidence