Acetic Acid → HCID 23138248, compound

Participants

Reaction Steps

A suspension of 2-(1-benzyl-4-piperazinyl)ethanamine trihydrochloride (2.5 g) obtained in Example 97a), 2-methylimidazole-4-carbaldehyde (0.84 g) and acetic acid (0.5 ml) in 1,2-dichloroethane (50 ml) was mixed at room temperature for 40 minutes, and then sodium triacetoxyborohydride (2.4 g) was added thereto under ice-cooling. The reaction mixture was returned to room temperature, and mixed for 2 days. Then, the reaction solution was washed with an aqueous potassium carbonate solution and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was dissolved in THF (60 ml). To the reaction solution were added N,N′-carbonyldiimidazole (1.4 g) and DBU (1.3 g), and mixed at room temperature for 4 days. The solvent was distilled off under reduced pressure, and the residue was dissolved in ethyl acetate, then washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified with basic silica gel column (ethyl acetate) to obtain the title compound as a colorless oil (0.22 g, 8.5%).

Provenance & Evidence