methyl 3-formyl-1H-indole-6-carboxylate → methyl (Z)-3-[(7-{[4-(tert-butoxycarbonyl)piperazin-1-yl]methyl}-6-hydroxy-3-oxobenzofuran-2(3H)-ylidene)methyl]-1H-indole-6-carboxylate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A solution of tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.060 g, 0.017 mmol) obtained in Example A16, Step 1 in methanol (2.0 mL) was added with methyl 3-formyl-1H-indole-6-carboxylate (0.040 g, 0.019 mmol). Then, the mixture was added with 5 drops of piperidine, and the mixture was stirred at 60° C. for 2 hours. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (93:7)) to obtain methyl (Z)-3-[(7-{[4-(tert-butoxycarbonyl)piperazin-1-yl]methyl}-6-hydroxy-3-oxobenzofuran-2(3H)-ylidene)methyl]-1H-indole-6-carboxylate (0.071 g, 78%).

Herkunft & Nachweise