반응 #2487463

반응 방정식

Water

sodium hydrogen carbonate

hydroxylamine hydrochloride

6-(5-methoxy-2-phenylindol-1-ylmethyl)pyridine-2-carbonitrile

→

title compound

수율 99.1%

6-(5-Methoxy-2-phenylindol-1-ylmethyl)pyridine-2-carboxamidoxime

수율 99.1%

용매

dimethylsulfoxide

반응 조건

후처리

1. 1
   workup.STIRRINGby stirring at 80° C. overnight
2. 2
   추출followed by extraction with ethyl acetate
3. 3
   세척The organic layer was washed with water and saturated brine
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   농축concentrated under reduced pressure

실험 절차

To a suspension of hydroxylamine hydrochloride (233 mg) in dimethylsulfoxide (1.7 mL) was added sodium hydrogen carbonate (338 mg), and this mixture was stirred at 50° C. for 1 hour. Subsequently, 6-(5-methoxy-2-phenylindol-1-ylmethyl)pyridine-2-carbonitrile (114 mg) was added thereto, followed by stirring at 80° C. overnight. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain the title compound (124 mg). 1H-NMR (DMSO-d6) δ ppm: 3.76 (3H, s), 5.51 (2H, s), 5.65 (2H, br s), 6.59 (1H, s), 6.70-6.85 (2H, m), 7.11 (1H, d, J=2.4 Hz), 7.32 (1H, d, J=8.9 Hz), 7.35-7.70 (7H, m), 9.92 (1H, s).

출처