tert-Butyl piperazine-1-carboxylate → HCID 67125779, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of commercially available 4-chloro-7-methyl-furo[3,2-c]pyridine (2.5 g, 14.9 mmol), tert-butyl piperazine-1-carboxylate (3.33 g, 17.9 mmol), sodium tert.-butoxide (2.01 g, 20.9 mmol), palladium(II) acetate (335 mg, 1.49 mmol) and 2-(di-tert.-butylphosphino) biphenyl (445 mg, 1.49 mmol) in toluene (33.0 ml) was heated for 16 h at 100° C. The mixture was cooled and water (10 ml) was added. The mixture was extracted with ethylacetate (2×20 ml). The combined organic layers were washed with brine (20 ml), dried (MgSO4) and evaporated. The crude product (5.9 g) was further purified by flash chromatography on silica gel (10% to 100% ethyl acetate in heptane) to yield tert-butyl 4-(7-methyl-furo[3,2-c]pyridin-4-yl)-piperazine-1-carboxylate as a yellow solid (2.35 g, 50%), MS (ISP) m/z=318.3 [(M+H)+], mp 108.5° C.

Provenance & Evidence