反应详情

2-(1H-Benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (2.80 g) is added to a mixture of 6-bromo-nicotinic acid (1.85 g) and triethylamine (1.28 mL) in N,N-dimethylformamide (25 mL) cooled in an ice bath. The mixture is stirred for 30 min prior to the addition of a solution of 4-cyclopropylamino-piperidine-1-carboxylic acid tert-butyl ester (2.00 g) in N,N-dimethylformamide (5 mL). The resulting mixture is stirred at room temperature over night. Water and ethyl acetate are added and the organic phase is separated, washed with water, 1N aqueous NaOH solution, and brine, and dried over MgSO4. The solvent is evaporated in vacuo and the residue is triturated with diisopropyl ether to yield the title compound. LC (method 5): tR=1.59 min; Mass spectrum (ESI+): m/z=424/426 (Br) [M+H]+.

1. temperaturecooled in an ice bath
2. stirringThe resulting mixture is stirred at room temperature over night
3. customthe organic phase is separated
4. washwashed with water, 1N aqueous NaOH solution, and brine
5. dry with materialdried over MgSO4
6. customThe solvent is evaporated in vacuo
7. customthe residue is triturated with diisopropyl ether