6-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-[(4-methoxybenzyl)amino]-5-phenyl-2-pyrazinecarboxylic acid → 2-isopropyl-6-{6-[(4-methoxybenzyl)amino]-3-phenyl-2-pyrazinyl}-3(2H)-pyridazinone

Participants

Reaction Conditions

Reaction Steps

A suspension of a mixture of 6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-[(4-methoxybenzyl)amino]-5-phenyl-2-pyrazinecarboxylic acid and 5-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-[(4-methoxybenzyl)amino]-6-phenyl-2-pyrazinecarboxylic acid (9.34 g) in o-dichlorobenzene (37 ml) was heated at 175-180° C. for 5 hours. After cooling, the reaction mixture was purified by column chromatography on silica gel. By eluting with a mixture of n-hexane and EtOAc (50:50 v/v) was obtained 2-isopropyl-6-{6-[(4-methoxybenzyl)amino]-3-phenyl-2-pyrazinyl}-3(2H)-pyridazinone as a solid (4.41 g) and by eluting with a mixture of n-hexane and EtOAc (40:60 v/v) was obtained 2-isopropyl-6-{5-[(4-methoxybenzyl)amino]-3-phenyl-2-pyrazinyl}-3(2H)-pyridazinone as a solid (2.38 g).

Provenance & Evidence