Sodium Chloride → HCID 9861202, Verbindung

HRID 1795863Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1795863
[NH:1]1[CH:6]=[C:5]([C:7]2[C:8]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:9][N:10]3[CH:15]=[CH:14][N:13]=[CH:12][C:11]=23)[CH:4]=[CH:3][C:2]1=[O:22].[H-].[Na+].I[CH3:26].[Na+].[Cl-]>CN(C=O)C>[CH3:26][N:1]1[CH:6]=[C:5]([C:7]2[C:8]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[N:9][N:10]3[CH:15]=[CH:14][N:13]=[CH:12][C:11]=23)[CH:4]=[CH:3][C:2]1=[O:22]

Komponenten

6

Edukt 4

HCID 5234Sodium ChlorideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 99219923-(2(1H)-pyridinon-5-yl)-2-phenylpyrazolo[1,5-a] pyrazine

Produkt 1

HCID 9861202HCID 9861202, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a suspension of 3-(2(1H)-pyridinon-5-yl)-2-phenylpyrazolo[1,5-a]pyrazine (120 mg) in DMF (3 mL) was added NaH (60% oil suspension, 25 mg) at room temperature and the mixture was stirred at the same temperature for 10 min. To the mixture was added iodomethane (0.039 mL). After stirring at room temperature for 15 h, the reaction mixture was poured into 10% NaCl solution, extracted with EtOAc, washed with 10% NaCl solution and brine, dried over sodium sulfate, evaporated in vacuo. The residue was purified by silica gel column chromatography (EtOAc to CH2Cl2-MeOH 10:1) to give 3-(1-methyl-2(1H)-pyridinon-5-yl)-2-phenylpyrazolo[1,5-a]pyrazine (114.5 mg) as a solid.

Aufarbeitung

  1. stirringAfter stirring at room temperature for 15 h
  2. extractionextracted with EtOAc
  3. washwashed with 10% NaCl solution and brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by silica gel column chromatography (EtOAc to CH2Cl2-MeOH 10:1)

Quellen und Nachweise

ORD-Eintrag
ord-c7e36082716d4b80a630ad840a98fdc3
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07030121B2

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