反応 #62220

反応方程式

4-(5-(pyridin-4-yl)-1H-imidazol-1-yl)phenol

2-chloromethylquinoline hydrochloride

cesium carbonate

→

title compound

収率 99.0%

2-((4-(5-(pyridin-4-yl)-1H-imidazol-1-yl)phenoxy)methyl)quinoline

収率 99.0%

溶媒

dimethylsulfoxide

ethyl acetate n-butanol

反応条件

後処理

1. 1
   洗浄was washed with water
2. 2
   乾燥brine, and the organic layer was dried (MgSO4)
3. 3
   ろ過was filtered
4. 4
   濃縮was concentrated in vacuo
5. 5
   その他The residue was purified by silica gel chromatography

実験手順

A mixture of Preparation 84 (4-(5-(pyridin-4-yl)-1H-imidazol-1-yl)phenol, 95 mg, 0.4 mmol), 2-chloromethylquinoline hydrochloride (128 mg, 0.6 mmol), and cesium carbonate (391 mg, 1.2 mmol) in dimethylsulfoxide (2 mL) was stirred at 23° C. for 24 h. The mixture was diluted with ethyl acetate/n-butanol (100 mL/5 mL), was washed with water and then brine, and the organic layer was dried (MgSO4), was filtered, and was concentrated in vacuo. The residue was purified by silica gel chromatography using chloroform/methanol (50:1) to afford 150 mg (99% yield) of the title compound; diagnostic 13C NMR signals (100 MHz, CDCl3) δ 158.940, 157.116, 149.990, 147.836, 141.054, 137.405, 130.989, 130.204, 129.650, 129.239, 127.953, 127.871, 127.392, 127.011, 121.627, 119.324, 116.198, 71.990; MS (AP/Cl) 379.4 (M+H)+.

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