反应详情

温度

100 °C

To 4-[5-phenyl-4-(2,2,2-trifluoro-ethoxymethyl)-oxazol-2-yl]-piperidine (0.750 g), prepared as in Intermediate 5, in dioxane is added 5-(2-chloro-ethyl)-2-methoxy-benzenesulfonamide (0.716 g), prepared as in Intermediate 1, Nal (0.429 g) and DIEA (1.15 ml). After heating at 100° C. for 18 hours, the reaction mixture is partitioned between EtOAc and dilute NaHCO3 solution. The organic phase is washed with saturated brine, dried (NaSO4) and concentrated. The residue is dissolved in CHCl3 (20 mL) and preadsorbed onto silica gel. Purification by flash chromatography on silica gel using a MeOH-EtOAc gradient (2-10%), followed by radial chromotography using a MeOH-CH2Cl2 gradient (1-5%) and crystallization from CH2Cl2 -EtOAc affords the title compound as a white solid.

1. customthe reaction mixture is partitioned between EtOAc and dilute NaHCO3 solution
2. washThe organic phase is washed with saturated brine
3. dry with materialdried (NaSO4)
4. concentrationconcentrated
5. dissolutionThe residue is dissolved in CHCl3 (20 mL)
6. customPurification by flash chromatography on silica gel using a MeOH-EtOAc gradient (2-10%)
7. customa MeOH-CH2Cl2 gradient (1-5%) and crystallization from CH2Cl2 -EtOAc