5-[3-(Bicyclo[2.2.1]hept-2-yloxy)-4-methoxyphenyl]-1,2-dihydro-2-pyrimidinone → HCID 14010190, Verbindung

HRID 653653Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 653653
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[O:8][C:9]1[CH:10]=[C:11]([C:17]2[CH:18]=[N:19][C:20](=[O:23])[NH:21][CH:22]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16].[H][H]>C(O)C.[Ni]>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[O:8][C:9]1[CH:10]=[C:11]([C:17]2[CH2:22][NH:21][C:20](=[O:23])[NH:19][CH:18]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16]

Komponenten

5

Edukt 2

HCID 140101785-[3-(Bicyclo[2.2.1]hept-2-yloxy)-4-methoxyphenyl]-1,2-dihydro-2-pyrimidinoneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 14010190HCID 14010190, VerbindungAusbeute 31,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

The pyrimidinone (0.38 g, 1.22 mmol) is dissolved in 20 ml ethanol and treated with 0.5 g Raney Nickel, 40 psi hydrogen and refluxed for 18 hours. The reaction is cooled, filtered through celite, and the filtrate concentrated in vacuo. The residue is crystallized from ethyl acetate to afford 0.12 g (31.8%) of the dihydro pyrimidinone as a crystalline solid comprising a 7:3 mixture of endo/exo norbornyl isomers.

Aufarbeitung

  1. temperaturerefluxed for 18 hours
  2. temperatureThe reaction is cooled
  3. filtrationfiltered through celite
  4. concentrationthe filtrate concentrated in vacuo
  5. customThe residue is crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-6eabe2de452f4b3683a2a788adc143b1
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05128358

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