2-Bromo-1-(thiophen-3-yl)ethan-1-one → 4-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-3-yl)ethyl)piperidinium bromide

HRID 1910517Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1910517
[Br:1][CH2:2][C:3]([C:5]1[CH:9]=[CH:8][S:7][CH:6]=1)=[O:4].[CH3:10][N:11]1[CH2:16][CH2:15][CH:14]([C:17]([O:19][CH:20]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=2)=[O:18])[CH2:13][CH2:12]1>CCOC(C)=O>[Br-:1].[F:34][C:30]1[CH:29]=[C:28]([CH:20]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=2)[O:19][C:17]([CH:14]2[CH2:13][CH2:12][N+:11]([CH3:10])([CH2:2][C:3](=[O:4])[C:5]3[CH:9]=[CH:8][S:7][CH:6]=3)[CH2:16][CH2:15]2)=[O:18])[CH:33]=[CH:32][CH:31]=1

Komponenten

4

Edukt 2

HCID 27763792-Bromo-1-(thiophen-3-yl)ethan-1-oneHCID 70925814Bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate

Produkt 1

HCID 866729504-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-3-yl)ethyl)piperidinium bromideAusbeute 54,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-Bromo-1-(thiophen-3-yl)ethanone (23.7 mg, 0.12 mmol) was added to a solution of bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate (40 mg, 0.12 mmol, prepared as in example 40) in EtOAc (3 ml). The reaction was stirred at room temperature overnight. The solvent was evaporated, and the crude was purified by preparative HPLC (eluent: CH3CN/H2O) to obtain 4-((bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-3-yl)ethyl)piperidinium bromide (36.1 mg).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe crude was purified by preparative HPLC (eluent: CH3CN/H2O)

Quellen und Nachweise

ORD-Eintrag
ord-b024410d0e2e44739b78fe8e56360f5f
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604015B2

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