Dimethyl Sulfoxide → HCID 58579028, compound

Participants

Reaction Conditions

Reaction Steps

tert-Butyl 4-(5-bromo-2,3-dihydro-1H-inden-1-yl)piperazin-1-carboxylate (11 g, 28.87 mmol) was dissolved in ethanol (50 mL), and dimethyl sulfoxide (5 mL) and triethylamine (5 mL) were added. The system was vacuumized and charged with N2. Palladium acetate (2 g) and 1,3-bis(diphenylphosphino)propane (3 g) were added. The system was vacuumized and charged with N2. The system was vacuumized once again and stirred at 100° C. for 24 hours with inserting CO balloons. After being cooled down to the room temperature, the mixture was filtered by kieselguhr which was then rinsed thoroughly with ethanol. The filtrate was concentrated. The residue was dissolved in ethyl acetate (500 mL) and the solution obtained was washed with brine (3×200 mL), dried over magnesium sulfate, concentrated and finally separated by silica gel column using ethyl acetate/hexanes (1:2 to 1:1) as the eluent to obtain 8.5 g (79% yield) of the subtitle compound. MS (M+1)=375.22.

Provenance & Evidence