반응 #45637

반응 방정식

2-(1-Acetylpiperidin-4-yl)-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

triethylamine

(3S)-3-(dimethylamino)pyrrolidine

→

oil

수율 25.4%

2-(1-Acetylpiperidin-4-yl)-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

수율 25.4%

용매

dimethyl sulfoxide

반응 조건

후처리

1. 1
   세척After dilution with ethyl acetate, this was washed with water
2. 2
   건조dried over anhydrous sodium sulfate
3. 3
   기타The solvent was evaporated away under reduced pressure
4. 4
   기타the resulting residue was purified by silica gel column chromatography (silica gel 10 g, dichloromethane:methanol=30:1)

실험 절차

2-(1-Acetylpiperidin-4-yl)-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-104) (0.23 g, 0.61 mmol) was dissolved in dimethyl sulfoxide (7 ml), triethylamine (0.18 ml, 1.30 mmol) and (3S)-3-(dimethylamino)pyrrolidine (85.0 μl, 0.67 mmol) were added, followed by stirring an external temperature of about 90° C. for 4 hours. After dilution with ethyl acetate, this was washed with water, dried over anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure and the resulting residue was purified by silica gel column chromatography (silica gel 10 g, dichloromethane:methanol=30:1) to obtain a colorless oil (73 mg, 25%). This was dissolved in dioxane and freeze-dried into solid.

출처