Hydrochloric Acid → HCID 69103555, Verbindung

HRID 2217248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2217248
[C:1]([C:4]1[N:9]=[C:8]([C:10]2[CH:11]=[CH:12][C:13](=[O:19])[N:14]([CH:16]([CH3:18])[CH3:17])[CH:15]=2)[C:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:6][C:5]=1[NH2:26])(=[O:3])[CH3:2].[BH4-].[Na+].Cl.O>C1COCC1.CO.CCOC(C)=O>[NH2:26][C:5]1[N:6]=[C:7]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:8]([C:10]2[CH:11]=[CH:12][C:13](=[O:19])[N:14]([CH:16]([CH3:17])[CH3:18])[CH:15]=2)=[N:9][C:4]=1[CH:1]([OH:3])[CH3:2]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 69103232HCID 69103232, Verbindung

Produkt 1

HCID 69103555HCID 69103555, VerbindungAusbeute 19,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 21899815MeOH tetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 5-(6-acetyl-5-amino-3-phenyl-2-pyrazinyl)-1-isopropyl-2(1H)-pyridone (82 mg) in THF-MeOH (1:1, 2.0 ml), was added sodium borohydride (8.9 mg). The mixture was stirred st room temperature for 4 hours. 1N HCl (0.05 ml) was poured into the mixtre. Water and EtOAc were poured into the mixture and the organic layer was separated, washed with water and brine, and dried over MgSO4. The solvent was removed under reduced pressure. The residue was purified by column chromatography. The desired product was recrystallized from EtOH and dried in vacuo to give 5-[5-amino-6-(1-hydroxyethyl)-3-phenyl-2-pyrazinyl]-1-isopropyl-2(1H)-pyridone (16 mg).

Aufarbeitung

  1. customthe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over MgSO4
  4. customThe solvent was removed under reduced pressure
  5. customThe residue was purified by column chromatography
  6. customThe desired product was recrystallized from EtOH
  7. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fbe59a2f466b4fd9ab317aa711a07020
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07407961B2

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