2-(Chloroacetyl)thiophene → 4-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-2-yl)ethyl)piperidinium chloride

HRID 1910516Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1910516
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH:11]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)=[O:9])[CH2:4][CH2:3]1.[Cl:26][CH2:27][C:28]([C:30]1[S:31][CH:32]=[CH:33][CH:34]=1)=[O:29]>C(OCC)(=O)C>[Cl-:26].[F:25][C:21]1[CH:20]=[C:19]([CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)[O:10][C:8]([CH:5]2[CH2:4][CH2:3][N+:2]([CH3:1])([CH2:27][C:28](=[O:29])[C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[CH2:7][CH2:6]2)=[O:9])[CH:24]=[CH:23][CH:22]=1

Komponenten

4

Edukt 2

HCID 27579252-(Chloroacetyl)thiopheneHCID 70925814Bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate

Produkt 1

HCID 866729484-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-2-yl)ethyl)piperidinium chlorideAusbeute 8,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate (150 mg, 0.43 mmol) in ethyl acetate (5 ml), 2-chloro-1-(thiophen-2-yl)ethanone (69.8 mg, 0.43 mmol) was added, and the mixture was stirred at room temperature overnight. The solvent was removed under vacuum, and the residue was taken up in diethyl ether, filtered, and purified by flash chromatography (DCM/MeOH=95/5) to obtain 4-((bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-2-yl)ethyl)piperidinium chloride (18 mg).

Aufarbeitung

  1. customThe solvent was removed under vacuum
  2. filtrationfiltered
  3. custompurified by flash chromatography (DCM/MeOH=95/5)

Quellen und Nachweise

ORD-Eintrag
ord-82ccf430c1f24952a8f97554276f548e
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604015B2

Notizen zur Reaktion

Wird geladen…