تفاعل #45637

معادلة التفاعل

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

triethylamine

(3S)-3-(dimethylamino)pyrrolidine

→

oil

المردود 25.4%

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

المردود 25.4%

المذيبات

dimethyl sulfoxide

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر