2-Benzoyl-4-bromobenzoic acid → HCID 23060894, compound

Participants

Reaction Steps

[Step 1] 2-Benzoyl-4-bromobenzoic acid (1.0 g) and 1-(4-methanesulfonylbenzylamino)-3-phenylpropan-2-ol (1.1 g) were dissolved in a mixture of THF (10 ml) and acetonitrile (10 ml), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.0 g), 1-hydroxy-1H-benzotriazole monohydrate (0.5 g) and triethylamine (3 ml) were added at room temperature. The reaction mixture was stirred at room temperature for 12 hrs. and concentrated under reduced pressure. Saturated aqueous sodium hydrogen carbonate was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed with water, 1N-hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate, water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1-hexane:ethyl acetate=1:2) to give 2-benzoyl-4-bromo-N-(2-hydroxy-3-phenylpropyl)-N-(4-methanesulfonylbenzyl)benzamide (1.25 g).

Provenance & Evidence