3-(Dimethylamino)-1-propanol → 6-Chloro-4-(3-dimethylamino-propoxy)-1-benzopyran-2-one Hydrochloric acid salt

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Is prepared via method B from 6-chloro-4-hydroxycoumarin and 3-dimethylamino-propan-1-ol using 4M HCl in dioxane to form the title compound as the hydrochloric acid salt (332 mg, 73%). 1H NMR (DMSO-d6, 300 MHz) δ 10.23 (1H, s), 7.88 (1H, d, J=2.75 Hz), 7.73 (1H, dd, J=2.75, 9 Hz), 7.48 (1H, d, J=9Hz), 6.0 (1H, s), 4.31 (2H, t, J=5.75 Hz), 3.28 (2H, m), 2.80 (3H, s), 2.80 (3H, s), 2.24 (2H, m); MS (ESI, Pos.) calcd for C14H16ClNO3 m/z [M+H]=282.1, found 282.1.

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