Reacción #167211

ord-6e8278ff0aab434080fa66146aafd0ed

Ecuación de reacción

O=C1NCCN1c1cccnc1
1-pyridin-3-yl-imidazolidin-2-one
Brc1ccc2ncccc2c1
6-bromo-quinoline
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C1N(c2cccnc2)CCN1c1ccc2ncccc2c1
product
Rendimiento 60.1%
O=C1N(c2cccnc2)CCN1c1ccc2ncccc2c1
1-Pyridin-3-yl-3-quinolin-6-yl-imidazolidin-2-one
Rendimiento 60.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

Using the same reaction conditions as in Example 1, 1-pyridin-3-yl-imidazolidin-2-one (I-1b: 117 mg, 0.7215 mmol) was reacted with 6-bromo-quinoline (150 mg, 0.7215 mmol), 1,4-dioxane (5 mL), copper iodide (13 mg, 0.07215 mmol), trans-1,2-diamino cyclohexane (24.78 mg, 0.21645 mmol) and potassium carbonate (199.49 mg, 1.1443 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in chloroform), afforded 125 mg of the product (60.09% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE045173E1uspto-grants-2014_09