反应详情

To a solution of 5-chloronaphthalene-1-carboxylic acid (238 mg, 1.15 mmol) in N,N-dimethylformamide (5 ml) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (220 mg, 1.15 mmol) and 1-hydroxybenzotriazole monohydrate (176 mg, 1.15 mmol), and (1RS,2SR)-2-amino-1-(3-chlorophenyl)-3-[4-(1,1-difluoro-2,2-dimethylpropyl)phenyl]-1-propanol (0.40 g, 1.09 mmol) was finally added. The mixture was stirred overnight at room temperature. The mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and filtered using a glass filter filled with silica gel. The filtrate was washed with ethyl acetate and concentrated under reduced pressure. The residue was purified by recrystallization (hexane-ethyl acetate) to give 5-chloro-N-{(1RS,2SR)-2-(3-chlorophenyl)-1-[4-(1,1-difluoro-2,2-dimethylpropyl)benzyl]-2-hydroxyethyl}-1-naphthamide (252 mg, 42%) as colorless crystals.

1. additionwas finally added
2. washwashed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. filtrationfiltered
5. filtrationfilter
6. additionfilled with silica gel
7. washThe filtrate was washed with ethyl acetate
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by recrystallization (hexane-ethyl acetate)