Reaktion #2329328

ord-21fbfc68c1b44d2eb08e9d91898f5dec

Reaktionsgleichung

[Cl-].[NH4+]
NH4Cl
[CH3][Al]([CH3])[CH3]
trimethylaluminum
COC1(OC)CC(c2cc(N)n(C(C)(C)C)n2)C1
2-tert-butyl-5-(3,3-dimethoxy-cyclobutyl)-2H-pyrazol-3-ylamine
CCOC(=O)C(C)(C)c1ccccn1
2-methyl-2-pyridin-2-yl-propionic acid ethyl ester
COC1(OC)CC(c2cc(NC(=O)C(C)(C)c3ccccn3)n(C(C)(C)C)n2)C1
N-[2-tert-butyl-5-(3,3-dimethoxy-cyclobutyl)-2H-pyrazol-3-yl]-2-pyridin-2-yl-isobutyramide

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe reaction mixture was heated
  2. 2
    Temperaturto reflux overnight
  3. 3
    Extraktionthe mixture was extracted with CH2Cl2 (2×)
  4. 4
    TrocknenThe combined organic layers were dried over Na2SO4
  5. 5
    Einengenconcentrated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07671072B2uspto-grants-2010_03