tert-Butyl piperazine-1-carboxylate → HCID 86693001, compound

Participants

Reaction Steps

(1-oxo-1H-isochromen-6-yl) acetaldehyde (240 mg, 1.275 mmol) and tert-butyl piperazine-1-carboxylate (238 mg, 1.275 mmol) were dissolved in dichloroethane (10 mL) and added sodium triacetoxyborohydride (811 mg, 3.83 mmol) then stirred at RT for 16 hrs. LC-MS showed product peak. The reaction was washed with NaHCO3, brine, dried over Na2SO4 and evaporated to dryness. The residue was chromatographed through a 80 g. ISCO Redi-Sep column and eluted with 0-100% ethyl acetate/hexane to yield tert-butyl 4-[2-(1-oxo-1H-isochromen-6-yl)ethyl]piperazine-1-carboxylate. 1H-NMR (500 MHz, CDCl3) δ ppm 8.25 (d, J=8 Hz, 1H), 7.42 (d, J=9.4 Hz, 2H), 6.49 (d, J=5.7 Hz, 1H), 3.49 (s, 4H), 2.96 (t, J=7.6 Hz, 2H), 2.69 (t, J=7.3 Hz, 2H), 2.51 (s, 4H), 1.50 (s, 9H).

Provenance & Evidence