Sodium Hydroxide → {4-[2-Amino-6-(5-chloro-2-methoxy-phenyl)-pyrimidin4-ylamino]-phenyl}-methanol

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Reaction Conditions

Reaction Steps

To a stirred solution of the title compound of Example 9 in tetrahydrofuran (5.0 ml), cooled to 0° C. was added a solution of lithium aluminum hydride in tetrahydrofuran (1.0 M, 0.5 ml). After stirring at 0° C. for 2 hours, aqueous sodium hydroxide solution (1.0 M, 5.0 ml) was added carefully. The mixture was extracted with tetrahydrofuran (2×10 ml). The organic phase was washed with saturated aqueous sodium chloride solution and dried over magnesium sulfate. Evaporation of the solvent under reduced pressure provided the title compound (0.031 g, 87% yield) as a white powder. 1H NMR (DMSO-d6) δ 3.88 (s, 3H, CH3), 4.44 (d, 2H, J=5.7 Hz, CH2), 5.06 (t, 1H, J=5.7 Hz, OH), 6.29 (s, 2H, NH2), 6.72 (s, 1H, Ar), 7.17 (d, 1H, J=8.9 Hz, Ar), 7.23 (d, 2H, J=8.5 Hz, Ar), 7.45 (dd, 1H, J=8.9 Hz, J=2.8 Hz, Ar), 7.70 (d, 2H, J=8.5 Hz, Ar), 7.91 (d, 1H, J=2.8 Hz, Ar), 9.20 (s, 1H, NH).

Provenance & Evidence