Hydrochloric Acid → N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide

HRID 409721Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 409721
Cl.[CH2:2]([NH:4][C:5](=[O:20])[CH:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH3:7])[CH3:3]>C(O)C.[Pt](=O)=O>[CH2:2]([NH:4][C:5](=[O:20])[CH:6]([C:8]1[CH:13]=[CH:12][C:11]([CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[CH:10][CH:9]=1)[CH3:7])[CH3:3]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 86686108N-Ethyl-2-(4-pyridin-4-yl-phenyl)-propionamide

Produkt 1

HCID 86686109N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

4.4 mL 1N HCl are added to 1.12 g (4.40 mmol) N-ethyl-2-(4-pyridin-4-yl-phenyl)-propionamide (V.1) in 15 mL ethanol. The mixture is hydrogenated (5 bar) for 6 h at rt using 110 mg platinum(IV) oxide. After that time, the catalyst is filtered off and the solvent is evaporated. The residue is taken up in water, alkalized with 1N NaOH and extracted with DCM (2×). The organic layer is dried over magnesium sulphate and the solvent is evaporated. The residue is purified by HPLC (column: Gemini; eluent A: water+0.1% NH4OH, eluent B: MeOH) to yield the desired product.

Aufarbeitung

  1. customfor 6 h
  2. customat rt
  3. filtrationAfter that time, the catalyst is filtered off
  4. customthe solvent is evaporated
  5. extractionextracted with DCM (2×)
  6. dry with materialThe organic layer is dried over magnesium sulphate
  7. customthe solvent is evaporated
  8. customThe residue is purified by HPLC (column: Gemini; eluent A: water+0.1% NH4OH, eluent B: MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-75431944cc5e4845872847b2cdb3c85f
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759528B2

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