Реакция #158283

Уравнение реакции

4-(Bromomethyl)-1,2-dichlorobenzene

8-(3,4-difluorophenyl)-3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine

sodium hydride

Water

Sodium hydride

→

title compound

8-[(3,4-dichlorobenzyl)oxy]-8-(3,4-difluorophenyl)-3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine

Растворители

DMF

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe mixture was further stirred at room temperature for 30 min in the air
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 2 hr
3. 3
   Экстракцияthe mixture was extracted with ethyl acetate
4. 4
   ПромывкаThe extract was washed with saturated aqueous sodium hydrogen carbonate solution
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   Другоеthe solvent was evaporated under reduced pressure
7. 7
   ДругоеThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)
8. 8
   Другоеfurther recrystallized from ethyl acetate/hexane

Методика

To a mixture of 8-(3,4-difluorophenyl)-3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine (100 mg) in DMF (2 mL) was added sodium hydride (60%, 14.2 mg), and the mixture was stirred at room temperature for 30 min in the air. Sodium hydride (60%, 14.2 mg) was added, and the mixture was further stirred at room temperature for 30 min in the air. 4-(Bromomethyl)-1,2-dichlorobenzene (85.2 mg) was added, and the mixture was stirred at room temperature for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane), and further recrystallized from ethyl acetate/hexane to give the title compound (64.8 mg).

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