Pyridine → Citalopram

Participants

Reaction Conditions

Reaction Steps

Potassium iodide (10 g), Copper (I) cyanide (48.5 g) were added to a solution of the [1-(3-dimethylamino)propyl)]-1-(4-fluorophenyl)-1,3-dihydro-5-bromoisobenzofuran (10 g) in pyridine (10 ml). The reaction mixture was heated to 135–145° C. and maintained for 28 hours. The reaction mixture was cooled to 100° C. and poured in ammonia solution containing toluene stirred for 2 hours to get a clear separation of layers. Then the organic layer after acid base treatment was separated and washed with water twice (2×300 ml) and dried with anhydrous sodium sulfate. The toluene layer was distilled to get the crude 1-[3-(dimethylamino) propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofuran carbonitrile base 74 gm with the following HPLC profile.

Provenance & Evidence