Methyl iodide → HCID 67653887, Verbindung

HRID 2393339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2393339
[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[C:4]([O:14][C:15]2[CH:16]=[N:17][N:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[CH3:26])[CH:19]=2)[N:3]=1.[H-].[Na+].C(CNC[CH:34]=[O:35])=O.[CH3:36]I>CN(C)C=O.COCCOC>[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9](=[CH:36][O:35][CH3:34])[C:10]([O:12][CH3:13])=[O:11])=[C:4]([O:14][C:15]2[CH:16]=[N:17][N:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[CH3:26])[CH:19]=2)[N:3]=1

Komponenten

7

Edukt 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 18975607HCID 18975607, VerbindungHCID 202686642,2'-Azanediyldiacetaldehyde

Produkt 1

HCID 67653887HCID 67653887, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 80711,2-DimethoxyethaneLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

The intermediate methyl 2-[2,4-dimethyl-6-(1-(2-methylphenyl)-1H-pyrazol-4-yloxy)-pyrimidin-5-yl]-acetate (6.0 g, 17 mmol), sodium hydride (0.9 g, 37 mmol) and N,N-diformylmethylamine (6 ml) in a mixture of dimethylformamide (20 ml) and 1,2-dimethoxyethane (20 ml) is stirred at 45° C. for 3 hours. Methyliodide (4.2 g, 30 mmol) is added at room temperature and stirring is continued for additional 16 hours. Dilution with ether, washing with brine, drying and chromatography on silicagel (eluant ethyl acetate/hexane 3:7) gives methyl 2-[2,4-dimethyl-6-(1-(2-methylphenyl)-1H-pyrazole-4-yloxy)-pyrimidin-5-yl]-3-methoxyacrylate as a colorless oil.

Aufarbeitung

  1. stirringstirring
  2. waitis continued for additional 16 hours
  3. washDilution with ether, washing with brine
  4. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-4a4730f52f544326813c7b8d75189987
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05807863

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