Reaktion #167206

ord-7583171237744c829bb9141b30d7247c

Reaktionsgleichung

O=C1NCCN1c1cccnc1
1-pyridin-3-yl-imidazolidin-2-one
CCn1ccc2cc(Br)ccc21
5-bromo-1-ethyl-1H-indole
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCn1ccc2cc(N3CCN(c4cccnc4)C3=O)ccc21
product
Ausbeute 49.3%
CCn1ccc2cc(N3CCN(c4cccnc4)C3=O)ccc21
1-(1-Ethyl-1H-indol-5-yl)-3-pyridin-3-yl-imidazolidin-2-one
Ausbeute 49.3%

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 (30% ethylacetate in hexane)

Vorschrift

Using the same reaction conditions as in Example 1, 1-pyridin-3-yl-imidazolidin-2-one (I-1b: 200 mg, 1.226 mmol) was reacted with 5-bromo-1-ethyl-1H-indole (274 mg, 1.226 mmol), 1,4-dioxane (10 mL), copper iodide (23.3 mg, 0.1226 mmol), trans-1,2-diamino cyclohexane (20.99 mg, 1.839 mmol) and potassium carbonate (338 mg, 2.452 mmol) to afford the crude product. Purification by column chromatography on silica gel (30% ethylacetate in hexane), afforded 185 mg of the product (49.33% yield).

Quelle

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