반응 #157903

반응 방정식

Water

Cyclohexylamine

sodium bicarbonate

6-[(4-tert-butylphenyl)(chloro)methyl]-3-chloro-2-methoxypyridine

→

N-[(4-tert-butylphenyl)(5-chloro-6-methoxypyridin-2-yl)methyl]cyclopentanamine

용매

acetonitrile

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   온도under reflux for six hours
3. 3
   추출followed by extraction with ethyl acetate
4. 4
   세척The organic layer was washed with water and brine
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   여과filtered
7. 7
   기타after which the solvent was evaporated under reduced pressure
8. 8
   기타The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:50→1:10)

실험 절차

Cyclohexylamine (0.30 mL) and sodium bicarbonate (259 mg) were sequentially added to a solution of 6-[(4-tert-butylphenyl)(chloro)methyl]-3-chloro-2-methoxypyridine (200 mg) in acetonitrile (4 mL) at room temperature, and then the mixture was heated under reflux for six hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:50→1:10) to give N-[(4-tert-butylphenyl)(5-chloro-6-methoxypyridin-2-yl)methyl]cyclopentanamine as a pale yellow amorphous (201 mg, 87%).

출처