反应详情

To a solution of tert-butyl 4-((1-(5-chloro-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)-2-methoxy-2-oxoethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate (150 mg, 0.226 mmol) in tetrahydrofuran (1 mL) and methanol (1 mL) at 0° C. was added a solution of lithium hydroxide monohydrate (28.5 mg, 0.679 mmol) in water (0.5 mL). After 1 h, the reaction was concentrated to remove most of the solvent. The resulting residue was dissolved in a minimum of water, and acidified with 1N hydrochloric acid to give a white solid which was collected by filtration. 1H-NMR (CDCl3, 500 MHz) δ 8.83 (bs, 1H), 8.05 (s, 1H), 7.59 (d, J=1.8 Hz, 1H), 7.28 (dd, J=8.9, 5.5 Hz, 2H), 7.10 (s, 1H), 6.98 (dd, J=8.9, 8.6 Hz, 2H), 5.65 (s, 2H), 5.23 (s, 1H), 3.62-3.82 (m, 3H), 3.58 (t, J=8.2 Hz, 2H), 3.37 (d, J=8.9 Hz, 1H), 3.02 (m, 2H), 2.17 (m, 1H), 2.08 (m, 1H), 1.92 (m, 1H), 1.84 (m, 1H), 1.41 (s, 9H), 0.91 (m, 2H), −0.05 (s, 9H); 13C NMR (126 MHz, CDCl3) δ ppm 170.7, 161.5 (d, J=246 Hz), 155.1, 145.3, 138.1, 128.9 (d, J=7.7 Hz), 128.2, 126.5, 126.4, 123.3, 122.7, 119.9, 115.3 (d, J=20.2 Hz), 82.0, 79.7, 78.7, 77.7, 68.0, 41.3, 39.8, 32.1, 31.9, 28.5, 17.9, −1.4.

1. concentrationthe reaction was concentrated
2. customto remove most of the solvent
3. dissolutionThe resulting residue was dissolved in a minimum of water
4. customto give a white solid which
5. filtrationwas collected by filtration