Hydrochloric Acid → HCID 86750808, Verbindung

HRID 365846Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 365846
[Br:1][C:2]1[CH:3]=[C:4]([O:9][CH2:10][C@H:11]2[CH2:15][CH2:14][CH2:13][N:12]2C(OC(C)(C)C)=O)[CH:5]=[N:6][C:7]=1[Cl:8].[ClH:23]>O1CCOCC1>[ClH:8].[ClH:23].[Br:1][C:2]1[CH:3]=[C:4]([O:9][CH2:10][C@H:11]2[CH2:15][CH2:14][CH2:13][NH:12]2)[CH:5]=[N:6][C:7]=1[Cl:8]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 22872666HCID 22872666, Verbindung

Produkt 1

HCID 86750808HCID 86750808, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

5-bromo-6-chloro-3-(1-BOC-2-(R)-pyrrolidinylmethoxy)pyridine from step 69a (150 mg) was stirred with HCl in dioxane (3 mL) at room temperature for 16 hours. The precipitate formed was triturated with Et2O, and the solid was dried under high vacuum to afford the title compound (99.2 mg). mp 230° C. MS (CI/NH3) m/z 291/293 (M+H)+. 1H NMR (D2O, 300 MHz) δ1.89-2.02 (m, 1h), 2.05-2.21 (m, 2H), 2.21-2.35 (m, 1H), 3.42 (t, J=7.2 Hz, 2H), 4/12 (m, 1H)), 4.25 (dd, J=7.8, 10.5 Hz, 1H), 4.47 (dd, J=3.2, 10.5 Hz, 1H), 7.90 (d, J=2.7 Hz, 1H), 8.13 (d, J=2.7 Hz, 1H). Anal. Calcd for C10H12N2OBrCl·2 HCl: C, 36.61; H, 3.99; N, 8.54. Found: C, 36.69; H, 3.91; N, 8.41. [α]25D=-14.80° (c 0.25, MeOH).

Aufarbeitung

  1. customThe precipitate formed
  2. customwas triturated with Et2O
  3. customthe solid was dried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-aa066b2f17824c428018ea2b0c84dda2
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06127386

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