تفاعل #45781

معادلة التفاعل

hydrogen

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

→

compound

المردود 55.0%

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

المردود 55.0%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   أخرىThe catalyst was removed by filtration
2. 2
   غسيلwith washing with ethyl acetate
3. 3
   تركيزthe filtrate was concentrated under reduced pressure
4. 4
   غسيلElution with a mixed solvent of chloroform/methanol (99:1→96:4, v/v)

الإجراء التجريبي

10% Palladium-carbon (150 mg) was added to an ethyl acetate (30 ml) solution of 5-methyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-2-(2-nitrophenyl)-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-211) (128 mg, 0.27 mmol), followed by stirring at the same temperature under atmospheric pressure of hydrogen for 1.5 hours. The catalyst was removed by filtration with washing with ethyl acetate, the filtrate was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography. Elution with a mixed solvent of chloroform/methanol (99:1→96:4, v/v) gave the entitled compound (65 mg, 55%) as a pale yellow solid.

المصدر