Reaktion #167208

ord-b4f536c895cb4b9a9543bf91f3b56403

Reaktionsgleichung

O=C1NCCN1c1cccnc1
1-pyridin-3-yl-imidazolidin-2-one
CCN1C(=O)CCc2cc(Br)ccc21
6-bromo-1-ethyl-3,4-dihydro-1H-quinolin-2-one
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCN1C(=O)CCc2cc(N3CCN(c4cccnc4)C3=O)ccc21
product
Ausbeute 47.7%
CCN1C(=O)CCc2cc(N3CCN(c4cccnc4)C3=O)ccc21
1-Ethyl-6-(2-oxo-3-pyridin-3-yl-imidazolidin-1-yl)-3,4-dihydro-1H-quinolin-2-one
Ausbeute 47.7%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto afford the crude product
  2. 2
    SonstigePurification by column chromatography on silica gel (1% MeOH in chloroform)

Vorschrift

Using the same reaction conditions as in Example 1, 1-pyridin-3-yl-imidazolidin-2-one (I-1b: 95 mg, 0.5882 mmol) was reacted with 6-bromo-1-ethyl-3,4-dihydro-1H-quinolin-2-one (150 mg, 0.5882 mmol), 1,4-dioxane (5 mL), copper iodide (11 mg, 0.05882 mmol), trans-1,2-diamino cyclohexane (10 mg, 0.08823 mmol) and potassium carbonate (162 mg, 1.1764 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in chloroform), afforded 94 mg of the product (47.71% yield).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE045173E1uspto-grants-2014_09