Reaktion #167209

ord-c2b6d37cb4cd4610869349b3dc85cf78

Reaktionsgleichung

O=C1NCCN1c1cccnc1
1-pyridin-3-yl-imidazolidin-2-one
Cc1c(Br)sc2ccc(F)cc12
2-bromo-5-fluoro-3-methyl-benzo[b]thiophene
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1c(N2CCN(c3cccnc3)C2=O)sc2ccc(F)cc12
product
Ausbeute 61.6%
Cc1c(N2CCN(c3cccnc3)C2=O)sc2ccc(F)cc12
1-(5-Fluoro-3-methyl-benzo[b]thiophen-2-yl)-3-pyridin-3-yl-imidazolidin-2-one
Ausbeute 61.6%

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: 73 mg, 0.45 mmol) was reacted with 2-bromo-5-fluoro-3-methyl-benzo[b]thiophene (110 mg, 0.45 mmol), 1,4-dioxane (5 mL), copper iodide (8 mg, 0.045 mmol), trans-1,2-diamino cyclohexane (7 mg, 0.0675 mmol) and potassium carbonate (124 mg, 0.9 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in chloroform), afforded 90 mg of the product (61.64% yield).

Quelle

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