Hydrochloric Acid → HCID 15225472, compound

Participants

Reaction Steps

1 g of 2,3-dihydro-5-(4-methoxyphenyl)-6-methyl-2-[3-(4-(4-methylpyridin-1-yl)piperazin-1-yl) -3-oxopropyl]pyrrolo[1,2,3-de]-1,4-benzoxazine (prepared according to Example 6)) was dissolved in 15 ml of anhydrous tetrahydrofuran under a nitrogen atmosphere. 12 ml of a 1 molar borane-tetrahydrofuran complex were added to the solution. The reaction mixture was stirred and heated to reflux for 2 hours. 25 ml of a 6N hydrochloric acid solution were then added and the reaction mixture was stirred for 24 hours. The precipitate formed was dissolved in water which was rendered alkaline (pH=12), and the solution was extracted with dichloromethane. The organic extracts were dried and evaporated. The crude product remaining was purified by column chromatography using dichloromethane containing 2% ethanol as an eluent. The purified title compound was poured into 3N isopropanolic hydrochloric acid solution for conversion into its dihydrochloride salt. 0.6 g of 2,3-dihydro-5-(4-methoxyphenyl)-6-methyl-2-[3-(4-(4-methylpyridin-2-yl)piperazin-1-yl)propyl]pyrrolo[1,2,3-de]-1,4-benzoxazine. 2HCl.0.7H2O was obtained as yellow crystals having a melting point of 248° to 249° C.

Provenance & Evidence