反応 #1253197

反応方程式

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

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度the mixture cooled to −20°
2. 2
   workup.WAITto rise to 20-25° over 1.5 hours
3. 3
   その他The solvents are removed
4. 4
   workup.DISSOLUTIONthe residue is dissolved in dichloromethane
5. 5
   洗浄washed with sodium bicarbonate solution
6. 6
   乾燥After drying over magnesium sulfate and removal of the solvent
7. 7
   その他the residue is chromatographed (silica
8. 8
   洗浄eluting with a gradient
9. 9
   温度increasing in polarity from 0 to 5% methanol in dichloromethane)

実験手順

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.

出典