1,4-Dioxane hydrochloride → [1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-(2-piperazin-1-yl-ethyl)-amine

Participants

Reaction Steps

A mixture of 4-{2-[[1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-amino]-ethyl}-piperazine-1-carboxylic acid tert-butyl ester (92 mg, 0.16 mmol) and 4N HCl/dioxane (5 mL) was stirred at ambient temperature for 2 h. The solvent was removed in vacuo and water (5 mL) added. The pH of the solution was adjusted to pH 9 by addition of 1N NaOH and the mixture extracted with CH2Cl2 (2×20 mL). The combined CH2Cl2 extracts were dried over Na2SO4 and concentrated in vacuo to afford [1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-(2-piperazin-1-yl-ethyl)-amine (74 mg, 98%) as colorless a viscous oil: ESI MS m/z 476 [C24H28Cl2FN5+H]+.

Provenance & Evidence