反应详情

温度

100 °C

N-(4-methyl-3-nitrophenyl)-5-(4-(trifluoromethoxy)phenyl)pyrimidin-2-amine 28b (7.53 mmol) and SnCl2.2H2O (33.2 mmol) are suspended in 6N HCl (40 mL). The mixture is heated at 100° C. for 3 h. The reaction vessel is chilled in an ice-water bath and 5% NaOH is added. The organic layer is extracted with EtOAc (3×50 mL), washed with brine (1×50 mL), dried over Na2SO4 and concentrated to afford 4-methyl-N1-(5-(4-(trifluoromethoxy)phenyl)pyrimidin-2-yl)benzene-1,3-diamine 29b which is used without further purification. 1H NMR (400 MHz, d6-DMSO) δ 9.54 (s, 1H), 8.84 (s, 2H), 7.88 (d, J=8.8 Hz, 2H), 7.51 (d, J=8.0 Hz, 2H), 7.12 (d, J=2.4 Hz, 1H), 6.94 (dd, J=2.0 and 8.0 Hz, 1H), 6.88 (d, J=8.4 Hz, 1H), 4.83 (bs, 2H), 2.07 (s, 3H). MS (m/z) (M+1)+: 361.1.

1. temperatureThe reaction vessel is chilled in an ice-water bath
2. extractionThe organic layer is extracted with EtOAc (3×50 mL)
3. washwashed with brine (1×50 mL)
4. dry with materialdried over Na2SO4
5. concentrationconcentrated