反应详情

TFA (1 mL) was added to a solution of tert-butyl 3-(4-((4-(2-(2-amino-2-oxoethyl)phenethyl)-5-methylpyrimidin-2-yl)amino)-1H-pyrazol-1-yl)azetidine-1-carboxylate (A120) (0.050 g, 0.102 mmol) in DCM (3 mL) and the resulting mixture stirred at room temperature for 3 hours. The volatiles were removed under reduced pressure then 2 M aqueous K2CO3 (5 mL) and water (15 mL) were added to the residue. The resulting aqueous solution was extracted with EtOAc (3×15 mL) then the combined organic extracts were dried (MgSO4), filtered, evaporated in vacuo and adsorbed onto silica gel. The product was purified using column chromatography (CombiFlash Rf, 4 g SiO2 Cartridge, 5-50% MeOH in DCM) to give the title compound 30 as a yellow oil (0.6 mg, 1.5%); 1H NMR (300 MHz, d4-MeOH) δ 8.08 (d, J=2.0 Hz, 2H), 7.66 (s, 1H), 7.18-7.26 (m, 4H), 5.19-5.26 (m, 1H), 4.67 (t, J=9.0 Hz, 1H), 4.54 (dd, J=9.4, 5.3 Hz, 1H), 4.56 (t, J=9.8 Hz, 1H), 4.30 (dd, J=10.4, 5.5 Hz, 1H), 3.65 (s, 2H), 3.14 (t, J=2.9 Hz, 2H), 2.98-3.01 (m, 2H), 1.93 (s, 3H). LCMS-B: rt 4.426 min; m/z 392 [M+H]+.

1. customThe volatiles were removed under reduced pressure
2. addition2 M aqueous K2CO3 (5 mL) and water (15 mL) were added to the residue
3. extractionThe resulting aqueous solution was extracted with EtOAc (3×15 mL)
4. dry with materialthe combined organic extracts were dried (MgSO4)
5. filtrationfiltered
6. customevaporated in vacuo
7. customThe product was purified