1,10-Phenanthroline → HCID 57949388, compound

Participants

Reaction Steps

A mixture of 5-bromo-2-(4-trifluoromethoxy-benzyl)-7-trifluoromethyl-2,3-dihydro-isoindol-1-one (0.110 g, 0.25 mmol), 1-methyl piperazine (0.037 mL, 0.33 mmol), Ni(COD)2 (0.013 g, 0.004 mmol), 1,10-phenanthroline (0.005 g, 0.025 mmol), and sodium tertiary-butoxide (0.034 g, 0.35 mmol) in pyridine (2 mL) was heated to reflux for 3 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 5-(4-methyl-piperazin-1-yl)-2-(4-trifluoromethoxy-benzyl)-7-trifluoromethyl-2,3-dihydro-isoindol-1-one (0.037 g, 31%). 1H NMR (300 MHz, CDCl3/CD3OD): δ (ppm) 2.26 (s, 3H), 2.52 (m, 2H), 2.80 (m, 4H), 3.40 (m, 2H), 4.36 (s, 2H), 4.76 (s, 2H), 7.20-7.52 (m, 6H).

Provenance & Evidence