Ammonium Chloride → HCID 68567915, Verbindung

HRID 2242146Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2242146
C[Al](C)C.[C:5]([N:9]1[C:13]([NH2:14])=[CH:12][C:11]([CH:15]2[CH2:18][C:17]([O:21][CH3:22])([O:19][CH3:20])[CH2:16]2)=[N:10]1)([CH3:8])([CH3:7])[CH3:6].C([O:25][C:26](=O)[C:27]([CH3:35])([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=1)[CH3:28])C.[NH4+].[Cl-]>CCCCCCC.C(Cl)Cl>[C:5]([N:9]1[C:13]([NH:14][C:26](=[O:25])[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=2)([CH3:35])[CH3:28])=[CH:12][C:11]([CH:15]2[CH2:16][C:17]([O:19][CH3:20])([O:21][CH3:22])[CH2:18]2)=[N:10]1)([CH3:8])([CH3:7])[CH3:6]

Komponenten

7

Edukt 4

HCID 25517Ammonium ChlorideHCID 642856Ethyl 2-methyl-2-(pyridin-2-yl)propanoateHCID 16682925TrimethylaluminumHCID 57525626HCID 57525626, Verbindung

Produkt 1

HCID 68567915HCID 68567915, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel2×HCID 8900HeptaneLösungsmittel

Versuchsvorschrift

A solution of trimethylaluminum in heptane (2.0 M, 19.5 mL) was added slowly to a solution of 2-tert-butyl-5-(3,3-dimethoxy-cyclobutyl)-2H-pyrazol-3-ylamine (8.98 g) in CH2Cl2 (60 mL) at room temperature. After 15 min, a solution of 2-methyl-2-pyridin-2-yl-propionic acid ethyl ester (6.85 g) in CH2Cl2 (60 mL) was added. The reaction mixture was heated to reflux overnight. Saturated aqueous NH4Cl solution was added and the mixture was extracted with CH2Cl2 (2×). The combined organic layers were dried over Na2SO4 and concentrated to afford N-[2-tert-butyl-5-(3,3-dimethoxy-cyclobutyl)-2H-pyrazol-3-yl]-2-pyridin-2-yl-isobutyramide as an oil that was used without further purification.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux overnight
  3. extractionthe mixture was extracted with CH2Cl2 (2×)
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-21fbfc68c1b44d2eb08e9d91898f5dec
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07671072B2

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