Sodium Hydroxide → 3-(4-(1-Methyl-1H-indol-3-yl)pyrimidin-2-ylamino)phenol

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To a mixture of (E)-3-(dimethylamino)-1-(1-methyl-1H-indol-3-yl)prop-2-en-1-one (1.0 mmol, 0.21 g) in MeCN (3.5 mL) was added 1.0 mmol 1-(3-hydroxyphenyl)guanidine hydrogen chloride salt in the presence of NaOH (1.0 mmol). The mixture was irradiated at 150° C. for 20 minutes in microwave. The mixture was purified by chromatography using EtOAc/PE (1:1, v/v) to elute the titled product as a off-white solid. 1H-NMR (DMSO-d6) δ: 3.89 (s, 3H, CH3), 6.38 (m 1H, Ph-H), 7.07 (m, 1H, Ph-H), 7.19 (d, 1H, J=5.6 Hz, Pyrimidin-H), 7.25 (m, 1H, Ar—H), 7.38 (s, 1H, Ph-H), 7.53 (d, 1H, J=8.0 Hz, Ph-H), 8.32 (m, 2H, Ar—H and Pyrimidin-H), 8.64 (d, 1H, J=8.0 Hz, OH), 9.23 (s, 1H, Ar—H), 9.27 (s, 1H, Ar—H). MS (ESI+) m/z 317.1311 (M+H)+

Provenance & Evidence