Hydrochloric Acid → 2-{4-[(4-Dipropylaminobutyl amino)-methyl]benzyl}isoindole-1,3-dione

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Reaction Steps

The compound (103 mg) obtained in Example 1-1 was dissolved in anhydrous methanol (10 ml) and added with the hydrochloride (114 mg) of the compound obtained in Example 1-2. The solution was added with triethylamine (0.108 ml) and anhydrous magnesium sulfate (3 g) and the whole was stirred at room temperature for 1 hour. The solution was subjected to filtration through Celite to remove anhydrous magnesium sulfate and methanol was distilled off, followed by drying with a vacuum pump. The resultant was dissolved in anhydrous methanol (10 ml) and sodium borohydride (22.0 mg) was gradually added thereto under ice-cooling. The solution was warmed back to room temperature and stirred for 1 hour. After completion of the reaction, methanol was distilled off. The resultant was added with water and chloroform and the organic layer was extracted. The resultant was dried with anhydrous sodium sulfate and the solvent was distilled off. The residue was purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining the subject compound (60.3 mg) as a pale-yellow viscous liquid.

Provenance & Evidence