反应详情

温度

135 °C

In a 5 mL microwave vial, 4,4,4-trifluoro-3-((3-(3-(trifluoromethyl)phenyl)piperidin-1-yl)methyl)butanoic acid (50 mg, 130 μmol), 2-amino-5-chlorophenol (28.1 mg, 196 μmol) and p-toluenesulfonic acid (4.96 mg, 26.1 μmol) were combined in toluene (1.00 ml) to give a dark brown suspension. The tube was sealed and heated in a microwave at 135° C. for 2 h, diluted with ethyl acetate (30 ml), washed with a saturated solution of Na2CO3 (30 ml) and H2O (30 ml), dried over MgSO4, filtered and concentrated in vacuo to give an oil. The oil was purified on a silica column (100% CH2Cl2 to 50% ethyl acetate/CH2Cl2 gradient) to afford an oil which was dissolved in ether/hexane (1 ml/1 ml), treated with a 4N HCl solution in dioxanes (0.02 ml) and concentrated to afford 25 mg (37%) of 6-chloro-2-{3,3,3-trifluoro-2-[3-(3-trifluoromethyl-phenyl)-piperidin-1-ylmethyl]-propyl}-benzooxazole hydrochloride as a light red solid. MH+=491.

1. customto give a dark brown suspension
2. customThe tube was sealed
3. washwashed with a saturated solution of Na2CO3 (30 ml) and H2O (30 ml)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customto give an oil
8. customThe oil was purified on a silica column (100% CH2Cl2 to 50% ethyl acetate/CH2Cl2 gradient)
9. customto afford an oil which
10. concentrationconcentrated