تفاعل #622128

معادلة التفاعل

sodium hydrogen carbonate

[4-(2-tert-butylphenyl)piperazin-1-yl](oxo)acetic acid

2-[4-(2-tert-butylphenyl)piperazin-1-yl]-2-oxoacetic acid

benzyl glycinate hydrochloride

EDCI

HOBt

triethylamine

→

benzyl N-{[4-(2-tert-butylphenyl)piperazin-1-yl](oxo)acetyl}glycinate

المردود 83.2%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate
2. 2
   غسيلThe organic layer was washed with saturated sodium hydrogen carbonate solution and brine
3. 3
   تجفيفdried over MgSO4
4. 4
   أخرىthe solvent was evaporated under reduced pressure
5. 5
   أخرىto give the crude product
6. 6
   أخرىThe product was purified by flash column chromatography (silica gel, n-hexane/ethyl acetate=90:10 to 50:50)

الإجراء التجريبي

A solution of [4-(2-tert-butylphenyl)piperazin-1-yl](oxo)acetic acid (Example 44, 0.300 g, 1.03 mmol), benzyl glycinate hydrochloride (0.250 g, 1.24 mmol), EDCI (0.238 g, 1.24 mmol), HOBt (0.168 g, 1.24 mmol) and triethylamine (201 μL, 1.44 mmol) in acetonitrile (10 mL) was stirred at room temperature for 2 days. The reaction mixture was poured into saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated sodium hydrogen carbonate solution and brine, dried over MgSO4, and the solvent was evaporated under reduced pressure to give the crude product. The product was purified by flash column chromatography (silica gel, n-hexane/ethyl acetate=90:10 to 50:50) to provide benzyl N-{[4-(2-tert-butylphenyl)piperazin-1-yl](oxo)acetyl}glycinate (0.375 g, 83%) as a white powder.

المصدر