Dimethylamine → HCID 19600008, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.285 g (0.903 mmol) of 1-(5,7-dihydro-4H-furo[2,3-c]pyridin-6-yl)-5-phenylthiopentan-1-one in 20 ml of acetic acid, 0.122 ml (1.35 mmol) of 50% aqueous dimethylamine and 0.110 ml (1.35 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 45 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 yield the desired product.

Provenance & Evidence