tert-Butyl [(3S,5S)-5-(2-fluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]carbamate → (3S,5S)-3-amino-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)piperidin-2-one

HRID 334859Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 334859
C(OC(=O)[NH:7][C@H:8]1[CH2:13][C@@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])[CH2:11][N:10]([CH2:21][C:22]([F:25])([F:24])[F:23])[C:9]1=[O:26])(C)(C)C>C(OCC)(=O)C>[NH2:7][C@H:8]1[CH2:13][C@@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])[CH2:11][N:10]([CH2:21][C:22]([F:24])([F:23])[F:25])[C:9]1=[O:26]

Komponenten

3

Edukt 1

HCID 86707239tert-Butyl [(3S,5S)-5-(2-fluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]carbamate

Produkt 1

HCID 68358316(3S,5S)-3-amino-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)piperidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

A solution of tert-butyl[(3S,5S)-5-(2-fluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]carbamate (126 mg, 0.32 mmol) in ethyl acetate (10 mL), pre-cooled to 0° C. was sparged with HCl gas for ˜1 min. The ice-bath was removed and the acidic solution was allowed to warm to 23° C. as stirring was continued for 2 h. The mixture was then concentrated to dryness to afford the title compound as a hydrochloride salt. MS: m/z=291.1 (M+1).

Aufarbeitung

  1. customwas sparged with HCl gas for ˜1 min
  2. customThe ice-bath was removed
  3. concentrationThe mixture was then concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-6833cfc2ea3a4ce884e423db53beea98
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883807B2

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