Imidazole → 5-[4-(Tert-butyldimethylsilyloxy)methylpiperidinomethyl]-1-(tert-butoxycarbonyl)indole

Participants

Reaction Steps

In a similar manner to Step 1 of Reference Example 18, 5-(4-hydroxymethylpiperidinomethyl)-1-(tert-butoxycarbonyl)indole (2.85 g, 8.27 mmol) was dissolved in DMF (50 mL), and the solution was treated with imidazole (619 mg, 9.09 mmol and tert-butyldimethylsilyl chloride (1.37 g, 9.09 mmol), followed by purification by flash column chromatography (hexane/ethyl acetate=95/5 to 80/20) to obtain 5-[4-(tert-butyldimethylsilyloxy)methylpiperidinomethyl]-1-(tert-butoxycarbonyl)indole (2.90 g, yield 76%).

Provenance & Evidence