تفاعل #71711

معادلة التفاعل

hydrochloric acid

WSC hydrochloride

tert-butyl cis(±)-4-amino-3-methoxypiperidine-1-carboxylate

ethyl 4-chloro-5-ethyl-1H-imidazole-2-carboxylate

→

title compound

المردود 62.0%

tert-Butyl cis(±)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate

المردود 62.0%

المذيبات

DMA

ظروف التفاعل

المعالجة

1. 1
   استخلاصfollowed by extraction with ethyl acetate
2. 2
   غسيلThen, the organic layer was washed with water, saturated aqueous sodium bicarbonate solution and brine
3. 3
   تجفيفdried over anhydrous sodium sulfate
4. 4
   تركيزconcentration under reduced pressure
5. 5
   أخرىthe residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=1/1, ethyl acetate)

الإجراء التجريبي

WSC hydrochloride (580 mg, 3.02 mmol) and DMAP (125 mg, 1.02 mmol) were added to a solution of tert-butyl cis(±)-4-amino-3-methoxypiperidine-1-carboxylate obtained in Example (1e) (230 mg, 0.99 mmol) and ethyl 4-chloro-5-ethyl-1H-imidazole-2-carboxylate obtained in Example (1d) (85 mg, 0.49 mmol) in DMA (5 mL), and the mixture was stirred at room temperature for three hours. Dilute hydrochloric acid was added to the reaction solution, followed by extraction with ethyl acetate. Then, the organic layer was washed with water, saturated aqueous sodium bicarbonate solution and brine, and dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=1/1, ethyl acetate) to obtain 117 mg of the title compound as a pale yellow solid (62%).

المصدر