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

HRID 487363Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 487363
[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-4773c041f446452bb1c8f7a6762c5aac
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05294730

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