Dimethylamine → HCID 19599896, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.280 g (0.850 mmol) of (E)-5-(4-stilbenecarbonyl)-4,5,6,7-tetrahydrofuro[3,2-c]pyridine in 20 ml of acetic acid, 0.115 ml (1.28 mmol) of 50% aqueous dimethylamine and 0.103 ml (1.28 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 60 minutes. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with 5% aqueous solution of 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/methanol=50/1 to 25/1). The resulting product was washed with diethyl ether to yield the desired product.

Provenance & Evidence