O-p-methoxybenzyl-N,N'-diisopropylisourea → 9-Chloro-6-fluoro-4-(p-methoxy benzyloxy)benzo[g]isoquinoline-5,10-dione

Participants

Reaction Steps

A solution of 9-chloro-6-fluoro-4-hydroxybenzo[g]isoquinoline-5,10-dione of Preparative Example 28 (0.050 g) and O-p-methoxybenzyl-N,N'-diisopropylisourea prepared in Step a (0.095 gs) in dichloromethane (1 mL) is stirred at room temperature for 3.5 h under a nitrogen blanket. The dark reddish-brown mixture is purified by flash chromatography over silica gel using gradient elution commencing with 100:2 (300 mL) followed by 100:4 (300 mL) mixtures of chloroform: tert-butyl methyl ether. Removal of the eluent yields 9-chloro-6-fluoro-4-(p-methoxy benzyloxy)benzo[g]isoquinoline-5,10-dione as a yellow-brown solid (0.032 g.)

Provenance & Evidence