Water → HCID 178456192, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of N-(1,2,3,4-tetrahydroisoquinolin-7-yl)-2-thiophenecarboximidamide (7.0 g, 21 mmol) in dimethylformamide (100 ml) was added potassium carbonate (14.6 g, 100 mmol). To this mixture was added 2-bromopropane (5.1 g, 42 mmol), and the mixture was then heated to 40° C. for 72 h. The reaction mixture was poured into water (500 ml) and extracted with ethyl acetate (3×100 ml). The combined ethyl acetate extracts were washed with water (200 ml) and dried over magnesium sulfate. Evaporation of the solvent yielded a crude oil, which was then dissolved in hot cyclohexane (250 ml) and ethyl acetate (10 ml). Upon standing the title compound crystallized out and was collected by filtration (3.2 g), m.p. 110-111° C.

Provenance & Evidence