Реакция #49291

Уравнение реакции

4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone

sodium carbonate

4-(2-aminoethyl)morpholine

acetic acid

sodium triacetoxyborohydride

→

4-chloro-7-(1-(tert-butoxycarbonyl)-5-[(2-morpholinoethyl)aminomethyl]indol-2-yl)isoindolinone

Выход 107.6%

Растворители

acetonitrile

water

Условия реакции

Обработка

1. 1
   Экстракцияby extracting with ethyl acetate
2. 2
   ПромывкаThe organic layer was washed with saturated brine
3. 3
   Сушкаdried over anhydrous sodium sulfate
4. 4
   Другоеthe solvent was evaporated under reduced pressure

Методика

In a similar manner to Step 2 of Example 6, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (37.6 mg, 0.0915 mmol) was dissolved in acetonitrile (2 mL), and the solution was treated with 4-(2-aminoethyl)morpholine (0.048 mL, 0.37 mmol), acetic acid (0.105 mL, 1.83 mmol) and sodium triacetoxyborohydride (97 mg, 0.46 mmol). The reaction mixture was added with water and sodium carbonate, followed by extracting with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to obtain 4-chloro-7-(1-(tert-butoxycarbonyl)-5-[(2-morpholinoethyl)aminomethyl]indol-2-yl)isoindolinone (51.7 mg).

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