Carbonate Ion → HCID 57756826, compound

Participants

Reaction Steps

(2S,4S)-1-[[N-(4-Carboxybicyclo[2.2.2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (50.0 mg), 1-hydroxybenzotriazole (28.0 mg), PS-carbodiimide (240 mg) and dichloromethane (4 mL) were mixed together and the mixture was stirred at room temperature for 15 minutes. 4-chlorobenzylamine (19.0 μL) was then added and the mixture was stirred at room temperature for further 24 hours. Subsequently, MP-carbonate (270 mg) was added and the mixture was stirred at room temperature for 5 hours and was left overnight. The insoluble material in the mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was then purified by a silica gel column (eluant:dichloromethane:methanol=10:1) to give (2S,4S)-1-[[N-[4-[N-(4-chlorophenylmethyl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (29.1 mg).

Provenance & Evidence