تفاعل #45839

معادلة التفاعل

citric acid

Triethylamine

cyclopentanecarbonyl chloride

2-amino-5-phenyl-4-fluoro-3-hydroxy-6-methylbenzonitrile

→

compound

المردود 72.0%

4-Amino-5-cyano-2-fluoro-6-methylbiphenyl-3-yl cyclopentanecarboxylate

المردود 72.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   أخرىthe solvent was evaporated away under reduced pressure
2. 2
   workup.ADDITIONEthyl acetate was added to the resulting residue
3. 3
   غسيلby washing with saturated brine
4. 4
   تجفيفThe organic layer was dried over anhydrous magnesium sulfate
5. 5
   أخرىthe solvent was evaporated away under reduced pressure
6. 6
   أخرىThe resulting residue was purified by preparative TLC (ethyl acetate

الإجراء التجريبي

Under nitrogen atmosphere, 2-amino-5-phenyl-4-fluoro-3-hydroxy-6-methylbenzonitrile (I-41) (200 mg, 0.83 mmol) was dissolved in acetonitrile (10 ml), and cooled at 0° C. Triethylamine (138 μl, 1.36 mmol) and cyclopentanecarbonyl chloride (138 μl, 1.36 mmol) were dropwise added to the solution, followed by stirring at room temperature for 2 hours. 10% citric acid was added to the reaction liquid, and the solvent was evaporated away under reduced pressure. Ethyl acetate was added to the resulting residue, followed by washing with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure. The resulting residue was purified by preparative TLC (ethyl acetate:n-hexane=1:3, v/v) to obtain the entitled compound (200 mg, 72%) as a colorless oil.

المصدر