6-Methyl-1h-pyrrolo[2,3-b]pyridine-3-carbaldehyde → tert-butyl (Z)-4-({5-chloro-6-hydroxy-2-[(6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl 4-[(5-chloro-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.012 g, 0.031 mmol) obtained in Example A12, Step 2 in methanol (2.0 mL) was added with 6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.005 g, 0.028 mmol) obtained in Example A48, Step 4. Then, the mixture was added with 5 drops of piperidine, and then the mixture was stirred at 50° C. for 3 hours. The solvent was evaporated under reduced pressure, and then the residue was suspended in diethyl ether and thereby washed to obtain tert-butyl (Z)-4-({5-chloro-6-hydroxy-2-[(6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.010 g, 68%).

Provenance & Evidence