Reaktion #49567

Reaktionsgleichung

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

2-(ethylamino)ethanol

acetic acid

sodium triacetoxyborohydride

→

4-methanesulfonyloxy-5-methoxy-7-{1-(tert-butoxycarbonyl)-5-[N-(2-hydroxyethyl)-N-ethylaminomethyl]indol-2-yl}isoindolinone

Ausbeute 60.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefollowed by purification by preparative thin-layer chromatography (chloroform/methanol=4/1)

Vorschrift

In a similar manner to Step 2 of Example 6, 4-methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (100 mg, 0.200 mmol) was dissolved in acetonitrile (5.8 mL), and the solution was treated with 2-(ethylamino)ethanol (0.195 mL, 2.00 mmol), acetic acid (0.229 mL, 4.00 mmol) and sodium triacetoxyborohydride (212 mg, 1.00 mmol), followed by purification by preparative thin-layer chromatography (chloroform/methanol=4/1) to obtain 4-methanesulfonyloxy-5-methoxy-7-{1-(tert-butoxycarbonyl)-5-[N-(2-hydroxyethyl)-N-ethylaminomethyl]indol-2-yl}isoindolinone (68.3 mg, yield 60%).

Quelle