تفاعل #1253197

معادلة التفاعل

5-Amino-2-(4-[2-fluoroethyl]-3-oxopiperazin-1-yl)fluorobenzene

Pyridine

Benzyl chloroformate

→

5-benzyloxycarbonylamino-2-(4-[2 fluoroethyl]-3-oxopiperazin-1-yl)fluorobenzene

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture cooled to −20°
2. 2
   workup.WAITto rise to 20-25° over 1.5 hours
3. 3
   أخرىThe solvents are removed
4. 4
   workup.DISSOLUTIONthe residue is dissolved in dichloromethane
5. 5
   غسيلwashed with sodium bicarbonate solution
6. 6
   تجفيفAfter drying over magnesium sulfate and removal of the solvent
7. 7
   أخرىthe residue is chromatographed (silica
8. 8
   غسيلeluting with a gradient
9. 9
   درجة الحرارةincreasing in polarity from 0 to 5% methanol in dichloromethane)

الإجراء التجريبي

5-Amino-2-(4-[2-fluoroethyl]-3-oxopiperazin-1-yl)fluorobenzene (2.6 g) is dissolved in dry dichloromethane (50 ml) under argon. Pyridine (1.03 ml) is added, and the mixture cooled to −20°. Benzyl chloroformate (1.6 ml) is added and the mixture stirred for 10 minutes at −20°, before allowing the temperature to rise to 20-25° over 1.5 hours. The solvents are removed and the residue is dissolved in dichloromethane and washed with sodium bicarbonate solution. After drying over magnesium sulfate and removal of the solvent, the residue is chromatographed (silica, eluting with a gradient increasing in polarity from 0 to 5% methanol in dichloromethane) to give 5-benzyloxycarbonylamino-2-(4-[2 fluoroethyl]-3-oxopiperazin-1-yl)fluorobenzene.

المصدر