8-Quinolinol, 5-(chloromethyl)-, hydrochloride (1:1) → HCID 45140184, compound

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Reaction Steps

This compound was prepared following the procedure H in which compound 11 (0.18 g, 0.8 mmol) and 9b (0.23 g, 0.72 mmol) were used to afford 12b as yellow solid (0.265 g, 59%). 1H NMR of salt (400 MHz, DMSO-d6) δ ppm 0.84-0.87 (t, 3H, J=6 Hz), 1.79-1.81 (bs, 4H), 2.298 (bs, 1H), 2.476-2.48 (m, 2H), 2.74 (s, 2H), 2.96-3.02 (t, 1H, J=12 Hz), 3.122 (bs, 3H), 3.34-3.65 (m, 12H), 6.50-6.52 (d, 1H, J=8 Hz), 6.55-6.57 (d, 1H, J=8 Hz), 6.93-6.96 (t, 1H, J=6 Hz), 7.06-7.08 (d, 1H, J=8 Hz), 7.32-7.34 (d, 1H, J=8 Hz), 7.44-7.46 (m, 1H), 8.66-8.68 (d, 1H, J=8 Hz), 8.77-8.78 (d, 1H, J=4 Hz). The hydrochloride salt mp 252-255° C. Analysis calculated for (C29H43N4O4.5, 4HCl) C, H, N.

Provenance & Evidence