1H-imidazole-2-carbaldehyde → (4-dipropylaminobutyl)-(4-{[(1H-imidazol-2-ylmethyl)amino]methyl}benzyl)carbamic Acid t-butyl Ester

Participants

Reaction Steps

The compound (0.78 g) obtained in Example 76-3 was dissolved in methanol (20 ml) and added with 2-imidazole carboxaldehyde (214.6 mg). The whole was stirred at room temperature for 17 hours. After the solvent was distilled off, the resultant was dried under vacuum, dissolved in methanol (15 ml), and added with sodium borohydride (217.8 mg) and the whole was stirred at room temperature for 45 minutes. The reaction solution was added with a saturated aqueous ammonium chloride solution (10 ml) and the whole was stirred at room temperature for 15 minutes. The reaction solution was added with a saturated saline solution and subjected to extraction with chloroform, followed by drying with anhydrous sodium sulfate. The solvent was distilled off. Then, the resultant residue was purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (1.01 g) as a yellow solid.

Provenance & Evidence