2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 3-Amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbonitrile

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-[(4-methoxybenzyl)amino]-5-phenyl-2-pyrazinecarbonitrile (590 mg) in a mixture of water (1.5 ml) and CHCl3 (30 ml) was added 4,5-dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile (888 mg). The reaction mixture was stirred at 25-30° C. for 10 hours, washed with 1N aq. NaOH solution, dried over MgSO4 and concentrated under reduced pressure to give a residue. The residue was subjected to column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (60:40 v/v) to give 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbonitrile as a solid (335 mg).

Provenance & Evidence