Quinuclidine, 3-amino-, dihydrochloride → HCID 68154736, compound

Participants

Reaction Steps

After 300 mg (1.18 mmol) of 1-(4-dimethylaminophenyl)-1,6-dihydro-6-oxo-3-pyridinecarboxylic acid was dissolved in 20 mL of tetrahydrofuran and 2 mL of DMF, 391 mg (1.96 mmol) of 3-aminoquinuclidine dihydrochloride and 460 mg (3.54 mmol) of diethyliso-propylamide were added to the solution. After the reaction solution was stirred at room temperature for about 30 minutes, 600 g (1.57 mmol) of 0-(benzotriazole-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluorophosphate (HATU) was added to the reaction solution. This reaction solution was stirred at room temperature for about 20 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo, followed by extraction three times with chloroform and an aqueous NaOH solution (pH 12) and purification using liquid chromatography (chloroform:methanol:ammonia water=10:1:0.1) to obtain a target compound (Actual yield: 158 mg, Percent yield: 31%).

Provenance & Evidence