tert-Butyl piperazine-1-carboxylate → HCID 69418446, compound

Participants

Reaction Conditions

Reaction Steps

A third intermediate compound, 1-(6,7-Difluoro-naphthalen-1-yl)-piperazine, was produced as follows: Nitrogen gas was bubbled through a solution of trifluoro-methanesulfonic acid 6,7-difluoro-naphthalen-1-yl ester (4.38 g, 14.04 mmol), 1-Boc-piperazine (3.18 g, 16.85 mmol), Pd(OAc)2 (0.31 g, 1.4 mmol) and 2-dicyclohexylphosphino biphenyl (0.49 g, 1.4 mmol) in toluene (40 mL) for 10 min. NaOtBu (1.89 g, 19.66 mmol) was added. The resulting mixture was heated at 80° C. for 2 h, cooled to RT, diluted with EtOAC (40 mL) and filtered through a pad of celite. The filtrate was concentrated and the residue was purified by chromatography on silica gel to give 4-(6,7-difluoro-naphthalen-1-yl)-piperazine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence