反应详情

温度

90 °C

The 0.23 mL of 1M sodium hydroxide (9.3 mg, 0.23 mmol) was added to a solution (S)-isopropyl 2-(tert-butoxy)-2-(5-(4-(4-fluorophenethoxy)phenyl)-2,6-dimethyl-4-(4-(trifluoromethyl)piperidin-1-yl)pyridin-3-yl)acetate (50 mg, 0.078 mmol) in ethanol (1 mL) and stirred for 24 h at 90° C. An additional 0.23 mL sodium hydroxide was added and the reaction was continued for 24 h. The reaction mixture was neutralized with 1N HCl solution, extracted with EtOAc, and the organic layer was washed with brine, and dried (MgSO4). The crude material was purified by prep to afford (S)-2-(tert-butoxy)-2-(5-(4-(4-fluorophenethoxy)phenyl)-2,6-dimethyl-4-(4-(trifluoromethyl)piperidin-1-yl)pyridin-3-yl)acetic acid 42 mg (89%) as a mixture of diastereomers. 1H NMR (500 MHz, DMSO-d6) δ 7.41-7.38 (m, 2H), 7.21-7.20 (m, 1H), 7.14 (t, J=8.8 Hz, 2H), 7.0 (d, J=8.4 Hz, 2H), 6.95 (d, J=7.7 Hz, 1H), 5.54 (br. s, 1H), 4.23 (t, J=6.7 Hz, 2H), 3.96-3.94 (m, 2H), 3.07 (t, J=6.6 Hz, 2H), 2.90/2.74 (s, 2H), 2.46 (s, 3H), 2.55 (br. s, 1H), 2.03 (s, 3H), 1.72-1.61 (m, 3H), 1.56-1.54 (m, 1H), 1.10 (s, 9H). UPLC (M+H)=603.5.

1. waitthe reaction was continued for 24 h
2. extractionextracted with EtOAc
3. washthe organic layer was washed with brine
4. dry with materialdried (MgSO4)
5. customThe crude material was purified by prep