Reaktion #167210

ord-aca20af26ca948d992b7b14433c05cd8

Reaktionsgleichung

O=C1NCCN1c1cccnc1
1-pyridin-3-yl-imidazolidin-2-one
Ic1ccc2sccc2c1
5-iodo-benzo[b]thiophene
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C1N(c2cccnc2)CCN1c1ccc2sccc2c1
product
Ausbeute 41.4%
O=C1N(c2cccnc2)CCN1c1ccc2sccc2c1
1-Benzo[b]thiophen-5-yl-3-pyridin-3-yl-imidazolidin-2-one
Ausbeute 41.4%

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: 93.6 mg, 0.5747 mmol) was reacted with 5-iodo-benzo[b]thiophene (150 mg, 0.5747 mmol), 1,4-dioxane (5 mL), copper iodide (10 mg, 0.05747 mmol), trans-1,2-diamino cyclohexane (9 mg, 0.0862 mmol) and potassium carbonate (158.9 mg, 1.149 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in chloroform), afforded 70 mg of the product (41.42% yield).

Quelle

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