N,N-Dimethylglycine → HCID 57470854, compound

Participants

Reaction Steps

After adding N,N-dimethylglycine (2.97 g), 1-hydroxybenzotriazole (3.89 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.27 g) to a solution of 4-(tert-butoxycarbonylamino)piperidine (5.0 g) in N,N-dimethylformamide (70 ml), the mixture was stirred for 46 hours at room temperature under a nitrogen atmosphere. Ethyl acetate (400 ml), brine (200 ml) and 1N aqueous sodium hydroxide (50 ml) were added to the reaction mixture and stirred therewith at room temperature for 30 minutes, and then the mixture was partitioned. The aqueous layer was extracted with ethyl acetate. The organic layers were combined and then washed with 1N aqueous sodium hydroxide and brine in that order and then dried over anhydrous sodium sulfate. The dried organic layer was concentrated under reduced pressure to provide the title compound (8.03 g, quantitative) as colorless crystals.

Provenance & Evidence