Reaktion #1503789

Reaktionsgleichung

compound

5-chloro-3-(N-t-butoxycarbonyl-2-(S)-azetidinylmethoxy)pyridine

HCl

→

title compound

Ausbeute 80.0%

5-chloro-3-(2-(S)-azetidinylmethoxy)pyridine dihydrochloride

Ausbeute 80.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe volatiles were removed in vacuo
2. 2
   Sonstigethe dihydrochloride was recrystallized (EtOH/Et2O)

Vorschrift

The compound from step 39a (0.130 g, 0.44 mmol) was treated with saturated ethanolic HCl (5 mL) for 16 hr. The volatiles were removed in vacuo, and the dihydrochloride was recrystallized (EtOH/Et2O) to yield the title compound (0.094 g, 80%) as a white solid. mp 156-157° C. MS (DCI/NH3) m/e: 199 (M+H)+, 216 (M+NH4)+. 1H NMR (D2O, 300 MHz) δ: 8.41 (d, J=5.1 Hz, 1H), 8.39 (d, J=4.4 Hz, 1H), 7.94 (t, J=2.1 Hz, 1H), 5.01-4.93 (m, 1H), 4.50 (d, J=4.0 Hz, 2H), 4.20-4.03 (m, 2H), 2.69 (q, J=8.45 Hz, 2H). Anal. calc. for C9H13Cl3N2O·0.5H2O: C, 38.53; H, 5.03; N, 9.98 Found: C, 38.51; H, 5.16 N, 9.96. [α]D23 =-3.23° (c=0.16 in MeOH).

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