Water → 4-(4-Fluorobenzoylamino)-1-methoxycarbonylpiperidine

HRID 49784Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 49784
[F:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([NH:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[O:7])=[CH:4][CH:3]=1.N1C=CC=CC=1.Cl[C:24]([O:26][CH3:27])=[O:25].O>ClCCl.C(OCC)(=O)C>[F:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([C:24]([O:26][CH3:27])=[O:25])[CH2:11][CH2:10]2)=[O:7])=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 6586Methyl chloroformateHCID 47782264-fluoro-N-(piperidin-4-yl)benzamide

Produkt 1

HCID 99256834-(4-Fluorobenzoylamino)-1-methoxycarbonylpiperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 4-(4-fluorobenzoylamino)piperidine (0.25 g) in dichloromethane (5 ml) were added in turn pyridine (0.14 ml) and methyl chloroformate (87 μl) at 0° C. The mixture was allowed to warm to ambient temperature and stirred for 1 hour. To the mixture was added N,N-dimethylaminopyridine (0.13 g) and allowed to stir for another 1 hour. The reaction mixture was taken up into a mixture of water and ethyl acetate. The separated organic layer was washed in turn with hydrochloric acid (1N), aqueous sodium hydrogen carbonate, and brine, and dried over magnesium sulfate. Evaporation under reduced pressure gave a residue, which was triturated with diisopropyl ether to give 4-(4-fluorobenzoylamino)-1-methoxycarbonylpiperidine (0.265 g).

Aufarbeitung

  1. stirringto stir for another 1 hour
  2. washThe separated organic layer was washed in turn with hydrochloric acid (1N), aqueous sodium hydrogen carbonate, and brine
  3. dry with materialdried over magnesium sulfate
  4. customEvaporation under reduced pressure
  5. customgave a residue, which
  6. customwas triturated with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-8fc580b69f654dc09dbfd4998ccc95cd
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710043B1

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