Reaction #2330542

Reaction equation

4-(4-methylpiperazin-1-yl)benzene-1,2-diamine

triethylamine

9H-fluoren-9-one-4-carboxylic acid chloride

→

diisopropyl ether

[2-amino-4-(4-methylpiperazin-1-yl)phenyl]amide

Solvents

dichloromethane

Conditions

Workup

1. 1
   OtherAfter purification by flash chromatography on silica gel (40-63 μm)
2. 2
   Washeluting with a mixture of dichloromethane and methanol (95/5 by volume)

Procedure

The procedure used in stage 1 of Example 1 is followed, but starting from 2.06 g of 4-(4-methylpiperazin-1-yl)benzene-1,2-diamine, 2.85 ml of triethylamine and 2.43 g of 9H-fluoren-9-one-4-carboxylic acid chloride in 50 ml of dichloromethane, for 20 hours at room temperature. After purification by flash chromatography on silica gel (40-63 μm), eluting with a mixture of dichloromethane and methanol (95/5 by volume), and then formation of a paste with diisopropyl ether, in this way we obtain 4 g of [2-amino-4-(4-methylpiperazin-1-yl)phenyl]amide of 9-oxo-9H-fluorene-4-carboxylic acid, in the form of an orange powder, which is used as it is in the following stage, with the following characteristics:

Source