Dimethylamine → 2-(4-Benzyloxy-3-methoxy-phenyl)-1-(2-dimethylaminomethyl-5,7-dihydro-4H-furo[2,3-c]pyridin-6-yl)ethane-1-one

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To a solution of 0.290 g (0.768 mmol) of 2-(4-benzyloxy-3-methoxyphenyl)-1-(5,7-dihydro-4H-furo[2,3-c]pyridin-6-yl)ethan-1-one in 20 ml of acetic acid, 0.104 ml (1.15 mmol) of 50% aqueous dimethylamine and 0.094 ml (1.15 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 40 minutes. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with 5% aqueous sodium hydrogen carbonate and extracted with dichloromethane 2 times. The combined organic layer was washed with water and dried over anhydrous sodium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform to chloroform/methanol=50/1 to 25/1) to yield the desired product.

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