Реакция #61509

Уравнение реакции

4-(4-Methyl-5-quinolin-6-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-butyraldehyde

7-Ethanesulfonyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Sodium triacetoxyborohydride

→

title compound

Выход 21.0%

7-(Ethylsulfonyl)-3-(4-{[4-methyl-5-(6-quinolinyl)-4H-1,2,4-triazol-3-yl]thio}butyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

Выход 21.0%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Промывкаwashed with saturated sodium bicarbonate solution (30 ml)
2. 2
   ЭкстракцияThe aqueous was extracted with further dichloromethane (50 ml)
3. 3
   Сушкаthe combined organic portions were dried (Na2SO4)
4. 4
   Фильтрацияfiltered
5. 5
   Другоеevaporated
6. 6
   Другоеto give a yellow oil
7. 7
   ДругоеPurification by silica gel chromatography (eluent 10% MeOH:EtOAc) which

Методика

4-(4-Methyl-5-quinolin-6-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-butyraldehyde (0.1 g, 0.32 mmol) and 7-Ethanesulfonyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine (0.11 g, 0.45 mmol) were stirred at room temperature in dichloromethane (4 ml) for 20 min. Sodium triacetoxyborohydride (71 mg, 0.34 mmol) was then added and the mixture stirred overnight. The mixture was diluted with dichloromethane (50 ml) and washed with saturated sodium bicarbonate solution (30 ml). The aqueous was extracted with further dichloromethane (50 ml) and the combined organic portions were dried (Na2SO4), filtered and evaporated to give a yellow oil. Purification by silica gel chromatography (eluent 10% MeOH:EtOAc) which gave the title compound as a colourless oil (35 mg, 21%).

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