Dimethylamine → HCID 19600081, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.722 g (3.294 mmol) of 6-trifluoroacetyl-4,5,6,7-tetrahydrofuro[2,3-c]pyridine in 50 ml of acetic acid, 0.36 g (4.0 mmol) of 50% aqueous dimethylamine and 0.32 g (4.0 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 1.5 hours. After the solvent was distilled off under reduced pressure, the residue was diluted with water, gently poured into ice-cooled aqueous sodium hydrogen carbonate, and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=4/1) to yield the desired product.

Provenance & Evidence