Benzaldehyde → HCID 59846084, compound

Participants

Reaction Steps

A mixture of 1-(3,4-dichlorophenyl)-4-(piperazin-2-ylcarbonyl)piperazine dihydrochloride (150 mg), N,N-di-iso-propylethylamine (0.189 mL) and dichloromethane (10 ml) was stirred at room temperature under argon. After 5 minutes benzaldehyde (0.04 ml) was added followed by sodium triacetoxyborohydride (153 mg). The mixture was stirred overnight at room temperature and then filtered through a SCX-2 column eluting with methanol and then a 7M solution NH3 in methanol. The basic fraction was concentrated at reduced pressure. The residue was purified using reverse phase HPLC eluting with a mixture of 5-95% acetonitrile in water and then was filtered through a SCX-2 column eluting with methanol and then a 7M solution NH3 in methanol. The basic fraction was concentrated at reduced pressure. This gave 1-benzyl-3-{[4-(3,4-dichlorophenyl)piperazin-1-yl]carbonyl}piperazine as a colourless gum (125 mg).

Provenance & Evidence