Sodium Iodide → HCID 58046670, compound

Participants

Reaction Steps

tert-Butyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate (0.30 g, 0.712 mmol), 1-(3-chloropropyl)indolin-2-one (0.15 g, 0.712 mmol), sodium iodide (0.032 g, 0.214 mmol), and potassium carbonate (0.15 g, 1.07 mmol) in 2-butanone (8 mL) were heated at 78° C. for 4 hours. The reaction was diluted with 10% methanol/dichloromethane, filtered, and evaporated. The residue was purified by PTLC (5% methanol/dichloromethane) to give product as an oil (0.15 g, 35%); NMR (DMSO-d6); δ1.52 (s, 9H); 1.55-1.70 (m, 2H); 1.70-1.83 (m, 2H); 2.33-2.45 (m, 2H); 2.51-2.63 (m, 2H); 2.63-2.80 (m, 4H); 3.55 (s, 2H); 3.74 (t, J=6.8 Hz, 2H); 4.59 (s, 2H); 4.61 (s, 2H); 6.78 (t, J=7.2 Hz, 1H); 6.86 (d, J=8 Hz, 2H); 6.99 (t, J=7.6 Hz, 1H); 7.09 (d, J=8 Hz, 1H); 7.21-7.27 (m, 4H); 7.48-7.55 (m, 2H); 7.79 (s, 1H); 7.82-7.85 (m, 1H); MS for C36H42N4O4 m/z 595 (M+H)+.

Provenance & Evidence