Methyl N-(triethylammoniosulfonyl)carbamate → 1-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbonitrile

HRID 1642824Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1642824
CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC.[N:16]1([C:22]([N:24]2[CH2:29][CH:28]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=3)[CH2:27][CH:26]([C:40]([NH2:42])=O)[CH2:25]2)=[O:23])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>O1CCCC1>[N:16]1([C:22]([N:24]2[CH2:29][CH:28]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:37])([F:38])[F:39])=[CH:32][CH:31]=3)[CH2:27][CH:26]([C:40]#[N:42])[CH2:25]2)=[O:23])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1

Komponenten

4

Edukt 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 580024451-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxamide

Produkt 1

HCID 580024921-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Under argon, 3.83 g (16.1 mmol) of Burgess reagent were added to a solution of 4.42 g (11.5 mmol) of the compound from Example 82A in 208 ml of tetrahydrofuran. The mixture was stirred at 70° C. for 1 h. For work-up, the solvent was removed under reduced pressure and the residue was taken up in ethyl acetate. The organic phase was washed successively with water and saturated aqueous sodium chloride solution, dried over magnesium sulphate and concentrated. Yield: 4.19 g (99% of theory)

Aufarbeitung

  1. customFor work-up, the solvent was removed under reduced pressure
  2. washThe organic phase was washed successively with water and saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-50799a67b6e0458f9b92f3610d463aa0
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119663B2

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