Hydrochloric Acid → 5.6-Dichloro-3-(2-(S)-azetidinylmethoxy)pyridine hydrochloride

HRID 1416663Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1416663
[Cl:1][C:2]1[CH:3]=[C:4]([O:9][CH2:10][C@@H:11]2[CH2:14][CH2:13][NH:12]2)[CH:5]=[N:6][C:7]=1[Cl:8].Cl>CCOCC>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([O:9][CH2:10][C@@H:11]2[CH2:14][CH2:13][NH:12]2)[CH:5]=[N:6][C:7]=1[Cl:8]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 102633765,6-Dichloro-3-(2-(S)-azetidinylmethoxy)pyridine

Produkt 1

HCID 213097065.6-Dichloro-3-(2-(S)-azetidinylmethoxy)pyridine hydrochlorideAusbeute 162,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

The compound from step 109c (338 mg, 1.45 mmol) was slurried in ether (15 mL), and ether saturated with HCl gas was added. Solvent was removed and the remaining white solid was recrystallized from methanol/Et2O to give 317 mg of short white needles, 81% yield. m.p. =181-182° C. MS (CI) m/e 233 (M+H)+. 1H NMR (20, 300 MHz) δ: 8.13 (d, J=2.9 Hz, 1H), 7.79 (d, J=2.9 Hz, 1H), 4.99-4.91 (m, 1H), 4.44 (d, J=4.4 Hz, 2H), 4.21-4.03 (m, 2H), 2.74-2.65 (m, 2H). Anal. calc. for C9H11Cl3N2O: C, 40.10; H, 4.11; N, 10.39; Found: C, 39.89; H, 4.08; N, 10.25.

Aufarbeitung

  1. customSolvent was removed
  2. customthe remaining white solid was recrystallized from methanol/Et2O

Quellen und Nachweise

ORD-Eintrag
ord-e9b3114c4f9b48da8a8bc8f9380b0853
Quelldatensatz
uspto-grants-1999_06
Patentnummer
US05914328

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