1-Benzylpiperazine → 1-triisopropylsilanyl-4-(4-benzyl-piperazin-1-yl)-1H-indole

Participants

Reaction Steps

A mixture of 1.0 g (2.8 mmole) 4-bromo-triisopropylsilanyl-1H-indole, 0.54 mL (3.1 mmole) N-benzylpiperazine, 31 mg (0.14 mmole) palladium(II)acetate, 28 mg (0.14 mmole) tri-t-butylphosphine and 403 mg sodium t-butoxide in 5 mL xylene was heated at 120° for 15 hours. The reaction mixture was diluted with 100 mL 50% ether-hexane and filtered through a pad of silica gel 230-400 mesh. The filtrate was concentrated under reduced pressure to afford 1-triisopropylsilanyl-4-(4-benzyl-piperazin-1-yl)-1H-indole as a semi-solid, 1.2 g, M+H=448.

Provenance & Evidence