Reaktion #2392309

Reaktionsgleichung

5-phenyl-6-chloro-3-(1-BOC-2-(R)-pyrrolidinylmethoxy)pyridine

HCl

dioxane

→

title compound

5-Phenyl-6-chloro-2-(2-(R)-pyrrolidinylmethoxy)pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed under vacuum at 50° C.
2. 2
   Sonstigethe residue was triturated with Et2O
3. 3
   SonstigeThe solid was dried under high vacuum

Vorschrift

To the 5-phenyl-6-chloro-3-(1-BOC-2-(R)-pyrrolidinylmethoxy)pyridine compound from Example 69b (164 mg) was added HCl in dioxane (3 mL). The mixture was tirred at room temperature for 40 hours. The solvent was removed under vacuum at 50° C., and the residue was triturated with Et2O. The solid was dried under high vacuum to afford the title compound. mp 178-180° C. MS (CI/NH3) m/z 289 (M+H)+. 1H NMR (D2O, 300 MHz) δ: 1.27-2.10 (m, 1H), 2.03-2.18 (m, 2H), 2.22-2.31 (m, 1H), 3.41 (t, J=7.5 Hz, 2H), 4.13 (m, 1H), 4.26 (m, 1H), 4.46 (dd, J=3.4, 10.8 Hz, 1H), 7.54 (m, 6H), 8.12 (d, J=3.0 Hz, 1H). Anal. Calcd for C16H17N2OCl.1.2 HCl: C, 57.79; H, 5.52; N, 8.42. Found: C, 57.73; H, 6.5.58; N, 8.27. [α]25D=−10.94° (c 0.64, MeOH).

Quelle