반응 #62220

반응 방정식

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

2-chloromethylquinoline hydrochloride

cesium carbonate

→

title compound

수율 99.0%

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

수율 99.0%

용매

dimethylsulfoxide

ethyl acetate n-butanol

반응 조건

후처리

1. 1
   세척was washed with water
2. 2
   건조brine, and the organic layer was dried (MgSO4)
3. 3
   여과was filtered
4. 4
   농축was concentrated in vacuo
5. 5
   기타The residue was purified by silica gel chromatography

실험 절차

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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