5-(3-dimethylamino-acryloyl)-3,4-dimethyl-3H-thiazol-2-one → 3,4-Dimethyl-5-[2-(4-morpholin-4-yl-phenylamino)-pyrimidin-4-yl]-3H-thiazol-2-one

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Reaction Steps

Condensation between 5-(3-dimethylamino-acryloyl)-3,4-dimethyl-3H-thiazol-2-one and N-(4-morpholin-4-yl-phenyl)-guanidine nitrate afforded the title compound. Anal. RP-HPLC: tR=17.5 min (0-60% MeCN in 0.1% aq CF3COOH over 20 min, 1 mL/min, purity >95%). 1H-NMR (DMSO-d6) δ: 2.48 (3H, s, CH3), 3.03 (4H, m, 2×morph-NCH2), 3.08 (3H, s, CH3), 3.72 (4H, m, 2×morph-OCH2), 6.85 (1H, d, J=5.2, pyrim-H), 6.89 (2H, d, J=9.2, 2×ArH), 7.57 (2H, d, J=9.2, 2×ArH), 8.36 (1H, d, J=5.2, pyrim-H) and 9.35 (1H, s, NH). MS (ESI+) m/z 384[M+H]+ (C19H21N5O2S requires 383.5).

Provenance & Evidence