反应详情

温度

120 °C

A mixture of 0.465 g (1.38 mmol) of the above nitro compound, 0.368 g (1.86 mmol) of 2-difluoromethyl-4-methoxy-1H-benzimidazole (Example 2) and 0.762 g (5.52 mmol) of powdered K2CO3 in 5 mL of DMSO was heated at 120° C. for 8 hrs. The reaction mixture was diluted with water, and extracted with EtOAc (×4). The organic layer was washed with brine, dried, and concentrated. Chromatography on silica, eluting first with hexanes/EtOAc (7:3) and then with CH2Cl2/EtOAc (1:2), gave 0.592 g (86% yield) of 2-[2-(difluoromethyl)-7-methoxy-2,3-dihydro-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-5-nitro-N-(5-pyrimidinyl)-4-pyrimidinamine, as a yellow powder: 1H NMR (CDCl3) δ 10.26 (s, 1H), 9.16 (s, 1H), 8.98 (s, 2H), 7.38 (dd, J=8.4, 0.6 Hz, 1H), 7.20 (t, J=8.4 Hz, 1H), 7.12 (t, JHF=53.5 Hz, 1H), 6.78 (d, J=7.8 Hz, 1H), 4.01 (s, 3H), 3.87 (t, J=4.8 Hz, 4H), 3.70 (t, J=4.8 Hz, 4H).

1. extractionextracted with EtOAc (×4)
2. washThe organic layer was washed with brine
3. customdried
4. concentrationconcentrated
5. washChromatography on silica, eluting first with hexanes/EtOAc (7:3)