反应详情

Sodium hydride (193 mg, 8.06 mmol) was added to a stirred solution of tert-butyl 4-{[(2-bromo-4-chloro-5-methylphenyl)amino]carbonyl}piperidine-1-carboxylate 2-5 (2.90 g, 6.72 mmol) in N,N-dimethylformamide (40 mL) at approximately 0° C. The reaction mixture was warmed to ambient temperature and aged for 30 min. Benzyl bromide (1.20 mL, 10.1 mmol) was added and after 1 h, the reaction mixture was poured into aqueous 2 N hydrochloric acid and extracted with diethyl ether. The organic phase was washed with saturated aqueous sodium bicarbonate, brine, dried (sodium sulfate) and concentrated in vacuo to give a crude residue. Purification of the crude residue by flash chromatography over silica gel (gradient elution; 0%-20% acetone/methylene chloride as eluent) afforded 2-6 as a white solid.

1. extractionextracted with diethyl ether
2. washThe organic phase was washed with saturated aqueous sodium bicarbonate, brine
3. dry with materialdried (sodium sulfate)
4. concentrationconcentrated in vacuo
5. customto give a crude residue
6. customPurification of the crude residue by flash chromatography over silica gel (gradient elution; 0%-20% acetone/methylene chloride as eluent)