反应详情

To a solution of Ethyl 2-(5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophen-2-yl)-2-hydroxyacetate (Compound 191), (100 mg, 0.24 mmol, 1.0 eq) in DMSO (10 mL) was added IBX (168 mg, 0.6 mmol, 2.5 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, the residue was purified by silica gel column chromatography (PE:EA=2:1) to give ethyl 2-(5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophen-2-yl)-2-oxoacetate (Compound 189) (90 mg, 90.8%). LC-MS (m/z): 418.0 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 0.75-0.79 (m, 2H), 0.99-1.01 (m, 2H), 1.35 (t, J=7.0 Hz, 3H), 1.93-1.97 (m, 1H), 4.37-4.42 (m, 2H), 6.43 (s, 1H), 7.89 (d, J=3.6 Hz, 1H), 8.14 (d, J=3.6 Hz, 1H), 8.51 (s, 1H), 9.50 (s, 1H), 12.35 (s, 1H).

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