Réaction #49311

Équation de réaction

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

sodium carbonate

1-acetylpiperazin

acetic acid

sodium triacetoxyborohydride

→

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

Rendement 122.5%

Solvants

acetonitrile

water

Conditions de réaction

Traitement

1. 1
   ExtractionThe mixture was extracted with ethyl acetate
2. 2
   LavageThe organic layer was washed with saturated brine
3. 3
   Séchagedried over anhydrous sodium sulfate
4. 4
   AutreThe solvent was evaporated under reduced pressure

Mode opératoire

In a similar manner to Step 2 of Example 6, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (41.5 mg, 0.101 mmol) was dissolved in acetonitrile (2 mL), and the solution was treated with 1-acetylpiperazin (54 mg, 0.42 mmol), acetic acid (0.116 mL, 2.03 mmol) and sodium triacetoxyborohydride (51 mg, 0.25 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-(4-acetylpiperazin-1-ylmethyl)indol-2-yl]isoindolinone (64.7 mg).

Source