1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 15886884, compound

Participants

Reaction Steps

To a solution of 844 mg of 6,11-dihydro-5-thia-11-aza-benzo[a]fluoren-6-carboxylic acid and 1.66 g of N-2-(N-t-butoxycarbonylpropylamino)ethyl-hexylamine in 44 ml of dichloromethane were added 552 mg of 1-hydroxybenzotriazole monohydrate and 863 mg of N-ethyl-N′-dimethylaminopropylcarbodiimide hydrochloride, followed by stirring at room temperature overnight. The reaction solution, after concentration under reduced pressure, was dissolved in ethyl acetate, washed with water 5% aqueous potassium bisulfate solution, a saturated aqueous sodium bicarbonate solution and a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After removal of the drying agent by filtration, the filtrate was concentrated under reduced pressure, and the residue was subjected to flash chromatography (silica gel; Chromatorex NHDM1020 produced by Fuji-Davison Chemical Co., developing solvent; hexane-ethyl acetate=2:1-3:2) to give 1.35 g of N-2-(N-t-butoxycarbonylpropylamino)ethyl-N-hexyl-6,11-dihydro-5-thia-11-aza-benzo[a]fluoren-6-carboxamide as an amorphous substance.

Provenance & Evidence