Hydrochloric Acid → HCID 67565561, compound

Participants

Reaction Steps

1.0 g (2.68 mmol) of 5-(6-chloro-3,4-dihydro-2H-benzopyran-8-yl) -3-(piperidin-4-yl) -1,3,4-oxadiazol-2(3H)-one hydrochloride is added to a solution of 1.13 g (8.60 mmol) of indan-2-one in 15 ml of methanol containing 0.169 ml of acetic acid, 0.709 g (1.13 mmol) of sodium cyanoborohydride is added at a temperature of 5° C. and the mixture is stirred for 18 h. 15 ml of aqueous hydrochloric acid are added and, after stirring for 30 min, the mixture is neutralized with 2M aqueous sodium hydroxide. The mixture is extracted with dichloromethane, the organic phase is separated and dried and the solvent is evaporated under reduced pressure. The residue is purified by preparative thin layer chromatography, elution being carried out with a 98/2 mixture of dichloromethane and methanol. A white solid is obtained, the hydrochloride of which is prepared in the usual way. 0.8 g of salt is isolated. Melting point: 283-284° C.

Provenance & Evidence