반응 #49596

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4-chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone

pyrrolidine

acetic acid

sodium triacetoxyborohydride

→

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

수율 66.0%

용매

acetonitrile

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후처리

1. 1
   기타followed by purification by flash column chromatography (chloroform/methanol=19/1, 4/1)

실험 절차

In a similar manner to Step 2 of Example 6, 4-chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (71.8 mg, 0.120 mmol) was dissolved in acetonitrile (2.5 mL), and the solution was treated with pyrrolidine (0.100 mL, 1.198 mmol), acetic acid (0.069 mL, 1.198 mmol) and sodium triacetoxyborohydride (76.3 mg, 0.360 mmol), followed by purification by flash column chromatography (chloroform/methanol=19/1, 4/1) to obtain 4-chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-[1-(tert-butoxycarbonyl)-5-(pyrrolidin-1-ylmethyl)indol-2-yl]isoindolinone (51.4 mg, yield 66%).

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