Triethylamine → Diisopropyl Ether

Participants

Reaction Steps

58.64 mg (0.40 mmol) of cyclohexanecarboxylic acid chloride were added to a solution of 200 mg (0.363 mmol) of 5-amino-1-{1-[4-(4-amino-3,5-dibromophenyl)-4-oxobutyl]-4-piperidinyl}-1,3-dihydro-2(2H)-benzimidazolone and 0.056 ml (0.40 mmol) of triethylamine in 10 ml of THF at a reaction temperature of 0° C. and the suspension formed was then stirred for 2 hours at ambient temperature. The mixture was evaporated down in vacuo, the residue was purified by column chromatography on silica gel (30–60 μm) using dichloromethane/methanol/cyclohexane/conc. ammonia 400/40/40/2.5 v/v/v/v as eluant. By working up the appropriate fractions. 106 mg (44% of theoretical) of the desired compound were obtained in the form of colourless crystals (diisopropyl-ether), Rf 0.67 (El B). IR (KBr): 1695.3 (C═O) MS: (M-H2O)+=641/643/645 (Br2)

Provenance & Evidence