Hydrochloric Acid → HCID 86755889, compound

Participants

Reaction Steps

To a solution of 5-(5,5-dimethyl-hexadienyl)-3-(2-(S)-pyrrolidinyl-methoxy)pyridine from step b above in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 92-94° C.; 1H NMR (D2O) δ 1.95 (m, 1H), 2.04-2.20 (m, 2H), 2.30 (m, 1H), 3.43 (t, 2H, J=7.0 Hz), 4.17 (m, 1H), 4.38 (dd, 1H, J=7.5, 11.0 Hz), 4.59 (dd, 1H, J=3.5, 10.5 Hz), 6.23 (d, 1H, J=15.5 Hz), 6.35 (dd, 1H, J=10.0, 15.5 Hz), 6.58 (d, 1H, J=16.0 Hz), 7.14 (dd, 1H, J=16.0 Hz), 8.06 (t, 1H, J=2.5 Hz), 8.28 (d, 1H, J=2.5 Hz), 8.41 (s, 1H); MS (CI/NH3) m/z 287 (M+H)+. Anal. Calcd for C18H26N2O.2.7 HCl: C, 56.18; H, 7.52; N, 7.28. Found: C, 56.12; H, 7.47; N, 7.14. [α]25D +6.98 (c 0.94, MeOH).

Provenance & Evidence