Reaktion #49304

Reaktionsgleichung

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

acetonitrile

sodium carbonate

2-piperadinone

acetic acid

sodium triacetoxyborohydride

→

4-chloro-7-[1-(tert-butoxycarbonyl)-5-(3-oxopiperazin-1-ylmethyl)indol-2-yl]isoindolinone

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture was extracted with ethyl acetate
2. 2
   WaschenThe organic layer was washed with saturated brine
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   SonstigeThe solvent was evaporated under reduced pressure

Vorschrift

In a similar manner to Step 2 of Example 6, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (42.6 mg, 0.104 mmol) was dissolved in acetonitrile (2 mL), and the solution was treated with 2-piperadinone (42 mg, 0.42 mmol), acetic acid (0.120 mL, 2.10 mmol) and sodium triacetoxyborohydride (46 mg, 0.22 mmol). The reaction mixture was added with water and sodium carbonate to adjust the pH to 9. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain 4-chloro-7-[1-(tert-butoxycarbonyl)-5-(3-oxopiperazin-1-ylmethyl)indol-2-yl]isoindolinone (55.6 mg).

Quelle