Reaktion #610718

ord-97944cb771804e09bb9c260b50447ecc

Reaktionsgleichung

O=C1NCCN1c1cnccc1C1CC1
1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one
COc1cc(Br)ccn1
4-bromo-2-methoxypyridine
CN[C@@H]1CCCC[C@H]1NC
trans-N,N′-dimethylcyclohexane-1,2-diamine
O=P([O-])([O-])[O-].[K+].[K+].[K+]
potassium phosphate
COc1cc(N2CCN(c3cnccc3C3CC3)C2=O)ccn1
product
Ausbeute 52.4%
COc1cc(N2CCN(c3cnccc3C3CC3)C2=O)ccn1
1-(4-cyclopropylpyridin-3-yl)-3-(2-methoxypyridin-4-yl)imidazolidin-2-one
Ausbeute 52.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigereagents and reaction conditions
  2. 2
    Sonstigeto afford the crude product
  3. 3
    SonstigePurification by column chromatography on silica gel (1% methanol in CHCl3)

Vorschrift

Using analogous reagents and reaction conditions as described in Example 1 above, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 100 mg, 0.492 mmol) was reacted with 4-bromo-2-methoxypyridine (111.1 mg, 0.591 mmol), 1,4-dioxane (5 mL), copper iodide (9.39 mg, 0.049 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (6.98 mg, 0.049 mmol) and potassium phosphate (312.9 mg, 1.476 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% methanol in CHCl3) afforded 80 mg of the product (52% yield).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09339501B2uspto-grants-2016_05