反応 #167250

ord-e1c53632363448bea620e83045571b73

反応方程式

Cc1ccncc1N1CCNC1=O
1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one
COC(=O)c1ccc(Br)cc1
4-bromo-benzoic acid methyl ester
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COC(=O)c1ccc(N2CCN(c3cnccc3C)C2=O)cc1
4-[3-(4-Methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-benzoic acid methyl ester
収率 91.6%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他to afford the crude product
  2. 2
    その他Purification by column chromatography on silica gel (5% MeOH in DCM)

実験手順

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 4-bromo-benzoic acid methyl ester (182 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 carbonate (468 mg, 3.3860 mmol) to afford the crude product. Purification by column chromatography on silica gel (5% MeOH in DCM) afforded 230 mg of 4-[3-(4-Methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-benzoic acid methyl ester (91.6% yield).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE045173E1uspto-grants-2014_09