反应详情

To a mixture of 4-[6-(5-chloro-2-ethoxy-phenyl)-2-methylamino-pyrimidin-4-ylamino]-benzoic acid sodium salt (100 mg, 0.25 mmol) in tetrahydofuran (20 ml) was added lithium aluminum hydide (100 mg, 2.63 mmol) in 10 portions at room temperature. After stirring for 1 hour, methanol (5 ml) was carefully added followed by hydrochloric acid (1 M, 10 ml). After stirring for 10 minutes, the mixture was filtered. The filtrate was concentrated under reduced pressure and the residue was treated with methanol (5 ml) and a solution of sodium carbonate (5.0 g) in water (15 ml). The mixture was concentrated under reduced pressure to remove methanol. Filtration and drying of the solid under reduced pressure for 12 hours yielded the title compound (80 mg, 83% yield). 1H NMR (DMSO-d6) δ 1.39 (t, 3H, J=6.93 Hz, CH3), 2.86 (d, 3H, J=4.7 Hz, OH), 4.13 (q, 2H, J=7.0 Hz, CH2), 4.45 (d, 2H, J=5.7 Hz, CH2), 5.07 (t, 1H, J=5.7 Hz, CH2), 6.75 (br s, 2H, Ar), 7.14 (d, 1H, J=8.9 Hz, Ar), 7.24 (d, 2H, J=8.5 Hz, Ar), 7.40 (dd, 1H, J=8.8 Hz, J=2.8 Hz, Ar), 7.67 (d, 2H, J=8.3 Hz, Ar), 7.93 (s, 1H, NH), 9.17 (s, 1H, NH).

1. stirringAfter stirring for 10 minutes
2. filtrationthe mixture was filtered
3. concentrationThe filtrate was concentrated under reduced pressure
4. additionthe residue was treated with methanol (5 ml)
5. concentrationThe mixture was concentrated under reduced pressure
6. customto remove methanol
7. filtrationFiltration
8. customdrying of the solid under reduced pressure for 12 hours