Reaktion #167272

ord-a13c01077c164d728795c5fbebbd9ddc

Reaktionsgleichung

Cc1ccncc1N1CCNC1=O
1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one
FC1(F)Oc2ccc(Br)cc2O1
5-bromo-2,2-difluoro-benzo[1,3]dioxole
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=P([O-])([O-])[O-].[K+].[K+].[K+]
potassium phosphate
Cc1ccncc1N1CCN(c2ccc3c(c2)OC(F)(F)O3)C1=O
product
Ausbeute 92.2%
Cc1ccncc1N1CCN(c2ccc3c(c2)OC(F)(F)O3)C1=O
1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one
Ausbeute 92.2%

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 (2% MeOH in DCM)

Vorschrift

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 150 mg, 0.84650 mmol) was reacted with 5-bromo-2,2-difluoro-benzo[1,3]dioxole (200.6 mg, 0.84650 mmol), 1,4-dioxane (50 mL), copper iodide (16 mg, 0.084650 mmol), trans-1,2-diamino cyclohexane (29 mg, 0.2539 mmol) and potassium phosphate (538 mg, 2.539 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% MeOH in DCM) afforded 260 mg of the product (92% yield).

Quelle

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