1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → HCID 19996034, compound

Participants

Reaction Conditions

Reaction Steps

2-Chloro-5-aminopyridine (12.85 g, 0.1 mol) and N-(2-bromoethyl)phthalimide (25.4 g, 0.1 mol) were stirred together at ambient temperature (20° C.). The resulting mixture was heated to 120° C. and held at that temperature for 30 minutes whilst vigorous stirring was maintained. The mixture was allowed to cool, and when the temperature had reduced to 60° C., methanol (250 ml) was added and stirring was maintained until a homogeneous solution was obtained. The solution was then cooled to ambient temperature (20° C.), silica gel, 230 to 400 US mesh (0.062 mm to 0.037 mm) (50 g) was added and the mixture was evaporated to dryness. The title product, (N-(N-(6-chloro-3-pyridyl)-2-aminoethyl)phthalimide, was isolated from the dried mixture by flash chromatography on a silica column using silica gel, 230 to 400 US mesh (0.062 mm to 0.037 mm), and with 2% w methanol in dichloromethane as eluent, as a buff solid (7 g, 46%).

Provenance & Evidence