反应详情

温度

-78 °C

To a solution of n-butyl lithium (2.5 M hexane solution; 0.028 ml, 0.071 mmol) chilled to -78° C., a solution of (R)-2-[1-(4-bromo-2,6-dimethylphenyl)-3,5-diethyl-1H-pyrazol-4-ylmethyl]-3-ethoxymethyl-1,2,3,4-tetrahydro-isoquinoline (33 mg, 0.065 mmol) in anhydrous tetrahydrofuran (0.1 ml) was added dropwise. After stirring at -78° C. for 10 minutes, water (0.1 ml) was added. The resulting mixture was warmed to room temperature and stirred for 20 minutes. The reaction was quenched by addition of aqueous ammonium chloride (1 ml), and then extracted with ethyl acetate/water (5 ml of each). The separated organic extract was washed with an equal volume solution of aqueous ammonium chloride, dried over anhydrous sodium sulfate and concentrated in vacuo to afford a yellow oil (17 mg). Flash chromatography (silica gel, 40 micron mesh; elution with ethyl acetate/hexane=1:5 in volume) afforded the title compound (2 mg) as a yellow oil.

1. temperatureThe resulting mixture was warmed to room temperature
2. stirringstirred for 20 minutes
3. customThe reaction was quenched by addition of aqueous ammonium chloride (1 ml)
4. extractionextracted with ethyl acetate/water (5 ml of each)
5. extractionThe separated organic extract
6. washwas washed with an equal volume solution of aqueous ammonium chloride
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated in vacuo