反应详情

Sodium hydride (2 mg) is added to a solution of 5-(3,5-dichloro-phenyl)-3-[4-(1H-pyrazol-4-yl)-naphthalen-1-yl]-5-trifluoromethyl-4,5-dihydro-isoxazole (3 mg, Example 2) in DMF (0.4 ml) at 0° C. After 1 hour at room temperature 2-iodo-1,1,1,-trifluoroethane (16 mg) is added and the reaction mixture is further stirred for 16 hours at room temperature. Water is added and the reaction mixture is extracted with ethyl acetate. The organic phase is washed with a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 5-(3,5-dichloro-phenyl)-3-{4-[1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-4-yl]-naphthalen-1-yl}-5-trifluoromethyl-4,5-dihydro-isoxazole (compound 1.18, Table 1) as a colorless wax.

1. extractionthe reaction mixture is extracted with ethyl acetate
2. washThe organic phase is washed with a saturated aqueous solution of NaCl
3. dry with materialdried over MgSO4
4. concentrationconcentrated in vacuo
5. customThe crude product is purified on a semi-preparative HPLC