Water → HCID 22678292, Verbindung

HRID 1837727Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1837727
Cl.[CH3:2][S:3]([C:6]1[CH:10]=[CH:9][S:8][C:7]=1[CH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)(=[O:5])=[O:4].Cl[CH2:20][C:21]1[C:22]([O:27][CH3:28])=[N:23][CH:24]=[CH:25][CH:26]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:28][O:27][C:22]1[C:21]([CH2:20][N:16]2[CH2:17][CH2:18][CH:13]([CH2:12][CH2:11][C:7]3[S:8][CH:9]=[CH:10][C:6]=3[S:3]([CH3:2])(=[O:4])=[O:5])[CH2:14][CH2:15]2)=[CH:26][CH:25]=[CH:24][N:23]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 149329453-(Chloromethyl)-2-methoxypyridineHCID 22678561HCID 22678561, Verbindung

Produkt 1

HCID 22678292HCID 22678292, VerbindungAusbeute 14,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4.41 g of 4-[2-(3-methylsulfonyl-2-thienyl)ethyl]piperidine hydrochloride, 2.36 g of 3-(chloromethyl)-2-methoxypyridine and 5.90 g of potassium carbonate were suspended in 30 ml of N,N-dimethylformamide, and the mixture was stirred for 12 hours at room temperature. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified by silica gel column chromatography (ethyl acetate:hexane=1:3), to give 809 mg of the title compound as a colorless oil (quantitatively).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated
  5. customthe crude product was purified by silica gel column chromatography (ethyl acetate:hexane=1:3)

Quellen und Nachweise

ORD-Eintrag
ord-a33426b64d964d0186404b13621c2708
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06784192B2

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