반응 #1253197

반응 방정식

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

용매

dichloromethane

반응 조건

후처리

1. 1
   온도the mixture cooled to −20°
2. 2
   workup.WAITto rise to 20-25° over 1.5 hours
3. 3
   기타The solvents are removed
4. 4
   workup.DISSOLUTIONthe residue is dissolved in dichloromethane
5. 5
   세척washed with sodium bicarbonate solution
6. 6
   건조After drying over magnesium sulfate and removal of the solvent
7. 7
   기타the residue is chromatographed (silica
8. 8
   세척eluting with a gradient
9. 9
   온도increasing in polarity from 0 to 5% methanol in dichloromethane)

실험 절차

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.

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