Reacción #49572

Ecuación de reacción

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

N-methylethylamine

acetic acid

sodium triacetoxyborohydride

→

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

Rendimiento 62.0%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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 N-methylethylamine (0.160 mL, 2.00 mmol), acetic acid (0.229 mL, 4.00 mmol) and sodium triacetoxyborohydride (211 mg, 0.996 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-methylethylaminomethyl)indol-2-yl]isoindolinone (67.0 mg, yield 62%).

Fuente