Triethylamine → HCID 68490368, compound

Participants

Reaction Steps

6-(Piperidin-1-ylmethyl)-1,2,3,4-tetrahydroisoquinoline dihydrochloride (0.5 g, 1.65 mmol), triethylamine (0.57 ml, 4.12 mmol) and tert-butyl 3-oxopyrrolidine-1-carboxylate (305 mg, 1.65 mmol) were dissolved in 1,2-dichloroethane (13 ml), and sodium triacetoxyborohydride (480 mg, 2.309 mmol) was added. The reaction mixture was stirred for 2 h, and then sat. sodium hydrogen carbonate solution was added. After phase separation, the aqueous phase was extracted with dichloromethane (2×). The combined organic phases were washed with sat. sodium chloride solution (1×), dried over magnesium sulfate and concentrated under vacuum. The crude product was purified by column chromatography (silica gel, ethyl acetate/methanol/ammonia (25% aq.) (200:20:1). Yield: 0.55 g (83%)

Provenance & Evidence