Reaktion #167253

ord-e4515aa22f134fd480e52a08223a7441

Reaktionsgleichung

Cc1ccncc1N1CCNC1=O
1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one
Fc1ccc(Br)cc1F
4-bromo-1,2-difluoro-benzene
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1ccncc1N1CCN(c2ccc(F)c(F)c2)C1=O
product
Ausbeute 84.0%
Cc1ccncc1N1CCN(c2ccc(F)c(F)c2)C1=O
1-(3,4-Difluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one
Ausbeute 84.0%

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 CHCl3)

Vorschrift

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 150 mg, 0.8474 mmol) was reacted with 4-bromo-1,2-difluoro-benzene (163.5 mg, 0.8474 mmol), 1,4-dioxane (5 mL), copper iodide (16.14 mg, 0.08474 mmol), trans-1,2-diamino cyclohexane (29.10 mg, 0.253942 mmol) and potassium carbonate (234.3 mg, 1.6948 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in CHCl3) afforded 205 mg of the product (84.01% yield).

Quelle

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