反应详情

To a solution of ethyl 2-(tert-butyldimethylsilyloxy)-2-(5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophen-2-yl)acetate (200 mg, 0.37 mmol, 1.0 eq) in tetrahydrofuran (10 mL) was added Et3N.3HF (0.2 mL, 1.11 mmol, 3.0 eq). The reaction mixture was stirred at room temperature overnight. The mixture was diluted with ethyl acetate, washed (brine), dried (Na2SO4), filtered and concentrated to give a residue, which was purified by silica gel column chromatography (PE:EA=1:1) to give Ethyl 2-(5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophen-2-yl)-2-hydroxyacetate (Compound 191) (123 mg, 78.6%). LC-MS (m/z): 420.0 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 0.73-0.77 (m, 2H), 0.96-1.01 (m, 2H), 1.21 (t, J=7.0 Hz, 3H), 1.91-1.98 (m, 1H), 4.14-4.19 (m, 2H), 5.42 (d, J=4.8 Hz, 1H), 6.44 (s, 1H), 6.52 (d, J=5.6 Hz, 1H), 7.13 (d, J=4.0 Hz, 1H), 7.67 (d, J=4.0 Hz, 1H), 8.40 (s, 1H), 9.29 (s, 1H), 12.30 (bs, 1H).

1. washwashed (brine)
2. dry with materialdried (Na2SO4)
3. filtrationfiltered
4. concentrationconcentrated
5. customto give a residue, which
6. customwas purified by silica gel column chromatography (PE:EA=1:1)