Hydrazine hydrate (1:1) → 5-(3-Aminophenoxy)-6-ethyl-3-({4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)pyrazine-2-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a mixture of 6-ethyl-3-({4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)-5-(3-nitrophenoxy)pyrazine-2-carboxamide (112 mg) in ethanol (3 mL) and water (1 mL) were added iron chloride (III) hexahydrate (31 mg), activated carbon (60 mg), and hydrazine monohydrate (221 μL), followed by stirring at 80° C. for 2 hours. The reaction mixture was left to be cooled, and then water was added thereto. The insoluble matter was collected by filtration. To the obtained solid was added a solution in chloroform-methanol (10:1), and the insoluble matter was separated by filtration. The obtained filtrate was concentrated under reduced pressure to obtain 5-(3-aminophenoxy)-6-ethyl-3-({4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)pyrazine-2-carboxamide (46 mg) as a pale yellow solid.

Provenance & Evidence