N,N-Dimethylethylenediamine → HCID 86634413, compound

Participants

Reaction Conditions

Reaction Steps

(6-Chloro-quinolin-2-yl)-(2-phenoxy-ethyl)-amine (100 mg, 0.33 mmol) was dissolved in 1.5 mL dioxane. Argon was bubbled through the solution for 2 minutes to remove oxygen. N,N-Dimethylethylendiamine (149 mg, 1.69 mmol), sodium tert.-butylate (80 mg, 0.83 mmol), 1,1′-bis(diphenylphosphin)ferrocen (21 mg, 0.037 mmol) and 1,1′-bis(diphenyl-phosphin)ferrocen-palladium(II)chloride (10 mg, 0.012 mmol) were added. The reaction mixture was stirred in a sealed tube at 120° C. overnight. The solvent was evaporated and the residue purified by flash chromatography on silica gel (dichloromethane/methanol 100:0→90:10 gradient). The title compound was obtained as a brown oil (35 mg, 30%), MS: m/e=351.3 (M+H+).

Provenance & Evidence