反应详情

温度

90 °C

The 0.98 mL of 1M sodium hydroxide (39.3 mg, 0.98 mmol) was added to a solution (S)-isopropyl 2-(tert-butoxy)-2-(5-(4-(4-fluorophenethoxy)phenyl)-4-(3-isopropylazetidin-1-yl)-2,6-dimethylpyridin-3-yl)acetate (145 mg, 0.245 mmol) in ethanol (3 mL) and stirred for 18 h at 90° C. 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 HPLC to afford (S)-2-(tert-butoxy)-2-(5-(4-(4-fluoro-phenethoxy)phenyl)-4-(3-isopropylazetidin-1-yl)-2,6-dimethylpyridin-3-yl)acetic acid 99.4 mg (74%) as a mixture of diastereomers. 1H NMR (500 MHz, DMSO-d6) δ 7.36 (t, J=8.1 Hz, 2H), 7.30 (br. s, 1H), 7.12 (t, J=8.8 Hz, 2H), 7.1 (d, J=8.1 Hz, 1H), 6.97 (d, J=8.1 Hz, 1H), 6.86 (br. s, 1H), 4.93 (s, 1H), 4.21 (t, J=6.6 Hz, 2H) 3.96 (br. s, 1H), 3.86 (br. s, 1H), 3.70 (br. s, 1H), 3.47 (br. s, 1H), 3.03 (t, J=6.2 Hz, 2H), 2.39 (s, 3H), 2.07 (s, 3H), 2.05-2.01 (m, 1H), 1.52-1.47 (m, 1H), 1.08 (s, 9H), 0.65 (d, J=6.2 Hz, 6H). UPLC (M+H)=549.5.

1. extractionextracted with EtOAc
2. washthe organic layer was washed with brine
3. dry with materialdried (MgSO4)
4. customThe crude material was purified by prep HPLC