Reaktion #167212

ord-85ca62210fa74d3783b81be162ba430f

Reaktionsgleichung

O=C1NCCN1c1cccnc1
1-pyridin-3-yl-imidazolidin-2-one
Ic1ccc2scnc2c1
5-iodo-benzothiazole
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C1N(c2cccnc2)CCN1c1ccc2scnc2c1
product
Ausbeute 61.8%
O=C1N(c2cccnc2)CCN1c1ccc2scnc2c1
1-Benzothiazol-5-yl-3-pyridin-3-yl-imidazolidin-2-one
Ausbeute 61.8%

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: 93.67 mg, 0.5747 mmol) was reacted with 5-iodo-benzothiazole (150 mg, 0.5747 mmol), 1,4-dioxane (5 mL), copper iodide (10.9 mg, 0.05747 mmol), trans-1,2-diamino cyclohexane (19.65 mg, 0.1724 mmol) and potassium carbonate (159 mg, 1.1494 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in chloroform) afforded 105 mg of the product (61.76% yield).

Quelle

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