Reacción #1253197

Ecuación de reacción

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

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente